Standard Article

Syntheses via C–H Bond Functionalizations

Part 7. Green Synthesis

  1. Lutz Ackermann,
  2. Anant R. Kapdi,
  3. Harish K. Potukuchi,
  4. Sergei I. Kozhushkov

Published Online: 15 APR 2012

DOI: 10.1002/9783527628698.hgc080

Handbook of Green Chemistry

Handbook of Green Chemistry

How to Cite

Ackermann, L., Kapdi, A. R., Potukuchi, H. K. and Kozhushkov, S. I. 2012. Syntheses via C–H Bond Functionalizations. Handbook of Green Chemistry. 7:9:255–301.

Author Information

  1. Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Göttingen, Germany

Publication History

  1. Published Online: 15 APR 2012

Abstract

The sections in this article are

  • Introduction
  • Direct Arylations of Arenes
    • “Green” Aspects of Direct Arylation of Aryl C–H Bonds
    • Chelation-Assisted Direct Arylations of Arenes
    • Non-Directed Direct Arylations of Arenes
    • Direct Arylations of Heteroarenes
      • Direct Arylations of Electron-Deficient Heteroarenes
      • Direct Arylations of Electron-Rich Heteroarenes
  • Catalytic Oxidative Arylations of (Hetero)arenes
    • Introduction
    • Oxidative Homocouplings
    • Cross-Dehydrogenative Arylations
  • Conclusion
  • Acknowledgments

Keywords:

  • organic synthesis;
  • C[BOND]H bond functionalization;
  • arenes;
  • arylation;
  • green chemistry

Featured Compounds

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  1. 1 - 161
Compound 1
Molecular Weight:209.2863
Molecular Formula:C15H15N
InChIKey:ONQBUHWENXKHHP-UHFFFAOYSA-N
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Compound 2
Molecular Weight:61.04
Molecular Formula:CH3NO2
InChIKey:LYGJENNIWJXYER-UHFFFAOYSA-N
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Compound 3
Molecular Weight:268.3104
Molecular Formula:C16H16N2O2
InChIKey:TVODRIXOOCQSAS-INIZCTEOSA-N
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Compound 4
Molecular Weight:173.1863
Molecular Formula:C11H8FN
InChIKey:MHWIDTQQBWGUCD-UHFFFAOYSA-N
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Compound 5
Molecular Weight:112.2126
Molecular Formula:C8H16
InChIKey:WJTCGQSWYFHTAC-UHFFFAOYSA-N
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Compound 6
Molecular Weight:283.3831
Molecular Formula:C19H22FN
InChIKey:IRSBWPXFCPCLQW-UHFFFAOYSA-N
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Compound 7
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:BJATUPPYBZHEIO-UHFFFAOYSA-N
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Compound 8
Molecular Weight:203.668
Molecular Formula:C12H10ClN
InChIKey:NCSNILUUCBRFJI-UHFFFAOYSA-N
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Compound 11
Molecular Weight:226.983
Molecular Formula:C8H11BF5N
InChIKey:Not Available
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Compound 9
Molecular Weight:143.1852
Molecular Formula:C10H9N
InChIKey:JRLTTZUODKEYDH-UHFFFAOYSA-N
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Compound 12
Molecular Weight:253.241
Molecular Formula:C9H10F3NO2S
InChIKey:KCCKZZHACKORGV-UHFFFAOYSA-N
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Compound 10
Molecular Weight:161.1756
Molecular Formula:C10H8FN
InChIKey:JLRWLSRFXAIUIJ-UHFFFAOYSA-N
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Compound 13
Molecular Weight:271.232
Molecular Formula:C9H9F4NO2S
InChIKey:QJWWXBPMQGOEBQ-UHFFFAOYSA-N
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Compound 15
Molecular Weight:134.1751
Molecular Formula:C9H10O
InChIKey:YXWWHNCQZBVZPV-UHFFFAOYSA-N
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Compound 17
Molecular Weight:162.2283
Molecular Formula:C11H14O
InChIKey:ATOJZOMGBNOSNW-UHFFFAOYSA-N
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Compound 21
Molecular Weight:266.3587
Molecular Formula:C16H27OP
InChIKey:GVZUSYSQPYEUPU-UHFFFAOYSA-N
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Compound 18
Molecular Weight:150.2176
Molecular Formula:C10H14O
InChIKey:WJQOZHYUIDYNHM-UHFFFAOYSA-N
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Compound 19
Molecular Weight:199.045
Molecular Formula:C8H7BrO
InChIKey:WYECURVXVYPVAT-UHFFFAOYSA-N
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Compound 20
Molecular Weight:268.3502
Molecular Formula:C18H20O2
InChIKey:YRGUKNBONKTCHF-UHFFFAOYSA-N
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Compound 23
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 24
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 22
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 25
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 26
Molecular Weight:94.1112
Molecular Formula:C6H6O
InChIKey:ISWSIDIOOBJBQZ-UHFFFAOYSA-N
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Compound 27
Molecular Weight:157.008
Molecular Formula:C6H5Br
InChIKey:QARVLSVVCXYDNA-UHFFFAOYSA-N
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Compound 28
Molecular Weight:246.3032
Molecular Formula:C18H14O
InChIKey:ATGFTMUSEPZNJD-UHFFFAOYSA-N
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Compound 29
Molecular Weight:146.1858
Molecular Formula:C10H10O
InChIKey:XHLHPRDBBAGVEG-UHFFFAOYSA-N
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Compound 30
Molecular Weight:190.047
Molecular Formula:C11H15BO2
InChIKey:FQMSNYZDFMWLGC-UHFFFAOYSA-N
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Compound 31
Molecular Weight:222.2818
Molecular Formula:C16H14O
InChIKey:ZNPPRZCOXXBMMQ-UHFFFAOYSA-N
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Compound 32
Molecular Weight:100.1589
Molecular Formula:C6H12O
InChIKey:PJGSXYOJTGTZAV-UHFFFAOYSA-N
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Compound 33
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 39
Molecular Weight:157.1687
Molecular Formula:C10H7NO
InChIKey:OVZQVGZERAFSPI-UHFFFAOYSA-N
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Compound 40
Molecular Weight:204.0084
Molecular Formula:C6H5I
InChIKey:SNHMUERNLJLMHN-UHFFFAOYSA-N
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Compound 41
Molecular Weight:233.2646
Molecular Formula:C16H11NO
InChIKey:XGLCXRBETLAFRE-UHFFFAOYSA-N
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Compound 42
Molecular Weight:181.2331
Molecular Formula:C13H11N
InChIKey:SXZIXHOMFPUIRK-UHFFFAOYSA-N
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Compound 43
Molecular Weight:342.216
Molecular Formula:C24H20BNa
InChIKey:HFSRCEJMTLMDLI-UHFFFAOYSA-N
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Compound 44
Molecular Weight:257.3291
Molecular Formula:C19H15N
InChIKey:MOHVFFWHAWELTF-UHFFFAOYSA-N
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Compound 45
Molecular Weight:333.4251
Molecular Formula:C25H19N
InChIKey:JGPBPTMEAFXRAZ-UHFFFAOYSA-N
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Compound 46
Molecular Weight:183.249
Molecular Formula:C13H13N
InChIKey:MGHPNCMVUAKAIE-UHFFFAOYSA-N
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Compound 50
Molecular Weight:301.3817
Molecular Formula:C21H19NO
InChIKey:BVTWUHDNLLMZND-CJLVFECKSA-N
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Compound 51
Molecular Weight:377.4776
Molecular Formula:C27H23NO
InChIKey:ONNNJLKEHPLULN-VFCFBJKWSA-N
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Compound 49
Molecular Weight:225.2857
Molecular Formula:C15H15NO
InChIKey:WATIYJMFKFSKGZ-FOWTUZBSSA-N
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Compound 54
Molecular Weight:318.4333
Molecular Formula:C20H31OP
InChIKey:KSPQHGMECVEYEN-UHFFFAOYSA-N
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Compound 52
Molecular Weight:126.583
Molecular Formula:C7H7Cl
InChIKey:IBSQPLPBRSHTTG-UHFFFAOYSA-N
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Compound 53
Molecular Weight:210.2711
Molecular Formula:C15H14O
InChIKey:NKAIXUMIAPVAGT-UHFFFAOYSA-N
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Compound 55
Molecular Weight:195.2597
Molecular Formula:C14H13N
InChIKey:NJDWJRSUPNLLAJ-MDZDMXLPSA-N
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Compound 56
Molecular Weight:220.073
Molecular Formula:C12H17BO3
InChIKey:JTJMYIZHNJBNRY-UHFFFAOYSA-N
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Compound 57
Molecular Weight:212.2439
Molecular Formula:C14H12O2
InChIKey:Not Available
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Compound 62
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:JMTCQDNRTSGBGC-UHFFFAOYSA-N
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Compound 58
Molecular Weight:155.1959
Molecular Formula:C11H9N
InChIKey:VQGHOUODWALEFC-UHFFFAOYSA-N
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Compound 59
Molecular Weight:427.13
Molecular Formula:C24H20Sn
InChIKey:CRHIAMBJMSSNNM-UHFFFAOYSA-N
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Compound 60
Molecular Weight:231.2918
Molecular Formula:C17H13N
InChIKey:KHEJPTNZSLUBNF-UHFFFAOYSA-N
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Compound 61
Molecular Weight:307.3878
Molecular Formula:C23H17N
InChIKey:GYTSRURYVAEJMQ-UHFFFAOYSA-N
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Compound 63
Molecular Weight:245.3184
Molecular Formula:C18H15N
InChIKey:KWLZZXRFPNHSAQ-UHFFFAOYSA-N
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Compound 64
Molecular Weight:137.566
Molecular Formula:C7H4ClN
InChIKey:WBUOVKBZJOIOAE-UHFFFAOYSA-N
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Compound 65
Molecular Weight:142.583
Molecular Formula:C7H7ClO
InChIKey:YRGAYAGBVIXNAQ-UHFFFAOYSA-N
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Compound 66
Molecular Weight:357.4067
Molecular Formula:C25H15N3
InChIKey:SXEJMIXBIIKYKM-UHFFFAOYSA-N
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Compound 67
Molecular Weight:367.4397
Molecular Formula:C25H21NO2
InChIKey:OKPVLASOBYPAOI-UHFFFAOYSA-N
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Compound 71
Molecular Weight:391.4611
Molecular Formula:C27H21NO2
InChIKey:IWDWCCGCLHBRLA-UHFFFAOYSA-N
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Compound 68
Molecular Weight:154.594
Molecular Formula:C8H7ClO
InChIKey:BUZYGTVTZYSBCU-UHFFFAOYSA-N
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Compound 69
Molecular Weight:290.334
Molecular Formula:C15H14O4S
InChIKey:SRXCBGBYJGNHOS-UHFFFAOYSA-N
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Compound 70
Molecular Weight:273.3285
Molecular Formula:C19H15NO
InChIKey:FFRRQUUKVLFLEN-UHFFFAOYSA-N
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Compound 72
Molecular Weight:442.5738
Molecular Formula:C26H39N2O2P
InChIKey:ICCKGQRPUBVWCB-UHFFFAOYSA-N
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Compound 73
Molecular Weight:144.1699
Molecular Formula:C10H8O
InChIKey:JWAZRIHNYRIHIV-UHFFFAOYSA-N
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Compound 74
Molecular Weight:295.3771
Molecular Formula:C22H17N
InChIKey:QEZSVMNGFBNODF-UHFFFAOYSA-N
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Compound 75
Molecular Weight:164.2011
Molecular Formula:C10H12O2
InChIKey:FFFIRKXTFQCCKJ-UHFFFAOYSA-N
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Compound 77
Molecular Weight:187.034
Molecular Formula:C7H7BrO
InChIKey:QJPJQTDYNZXKQF-UHFFFAOYSA-N
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Compound 76
Molecular Weight:161.2004
Molecular Formula:C10H11NO
InChIKey:FOCSWKJNNDKQBA-UHFFFAOYSA-N
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Compound 78
Molecular Weight:267.3224
Molecular Formula:C17H17NO2
InChIKey:QKXFNBPAGFMBDS-UHFFFAOYSA-N
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Compound 79
Molecular Weight:279.3331
Molecular Formula:C18H17NO2
InChIKey:SAWWVUZGYNEEAQ-UHFFFAOYSA-N
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Compound 80
Molecular Weight:426.47
Molecular Formula:C20H23NO3Ru
InChIKey:NKYMLDYNYMSHNG-UHFFFAOYSA-N
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Compound 81
Molecular Weight:262.324
Molecular Formula:C14H14O3S
InChIKey:VIKTUZZYGHKELS-UHFFFAOYSA-N
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Compound 82
Molecular Weight:251.323
Molecular Formula:C17H17NO
InChIKey:OFSIYWLFJZBZBY-UHFFFAOYSA-N
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Compound 85
Molecular Weight:128.1705
Molecular Formula:C10H8
InChIKey:CUFNKYGDVFVPHO-UHFFFAOYSA-N
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Compound 86
Molecular Weight:204.2665
Molecular Formula:C16H12
InChIKey:HCYLFVVAMIQOOJ-UHFFFAOYSA-N
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Compound 90
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
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Compound 91
Molecular Weight:168.2344
Molecular Formula:C13H12
InChIKey:ALLIZEAXNXSFGD-UHFFFAOYSA-N
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Compound 92
Molecular Weight:168.2344
Molecular Formula:C13H12
InChIKey:NPDIDUXTRAITDE-UHFFFAOYSA-N
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Compound 87
Molecular Weight:78.1118
Molecular Formula:C6H6
InChIKey:UHOVQNZJYSORNB-UHFFFAOYSA-N
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Compound 88
Molecular Weight:234.0344
Molecular Formula:C7H7IO
InChIKey:SYSZENVIJHPFNL-UHFFFAOYSA-N
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Compound 89
Molecular Weight:184.2338
Molecular Formula:C13H12O
InChIKey:RHDYQUZYHZWTCI-UHFFFAOYSA-N
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Compound 93
Molecular Weight:168.2344
Molecular Formula:C13H12
InChIKey:ZZLCFHIKESPLTH-UHFFFAOYSA-N
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Compound 95
Molecular Weight:393.5445
Molecular Formula:C26H36NP
InChIKey:ZEMZPXWZVTUONV-UHFFFAOYSA-N
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Compound 96
Molecular Weight:96.1023
Molecular Formula:C6H5F
InChIKey:Not Available
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Compound 94
Molecular Weight:171.034
Molecular Formula:C7H7Br
InChIKey:ZBTMRBYMKUEVEU-UHFFFAOYSA-N
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Compound 97
Molecular Weight:202.2673
Molecular Formula:C14H15F
InChIKey:DBTQBXLSAZUKOR-UHFFFAOYSA-N
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Compound 102
Molecular Weight:168.0642
Molecular Formula:C6HF5
InChIKey:WACNXHCZHTVBJM-UHFFFAOYSA-N
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Compound 103
Molecular Weight:126.583
Molecular Formula:C7H7Cl
InChIKey:Not Available
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Compound 109
Molecular Weight:355.3722
Molecular Formula:C22H18N3P
InChIKey:PEPLJBVSFALOCU-UHFFFAOYSA-N
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Compound 107
Molecular Weight:199.2054
Molecular Formula:C12H9NO2
InChIKey:FYRPEHRWMVMHQM-UHFFFAOYSA-N
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Compound 106
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:KMAQZIILEGKYQZ-UHFFFAOYSA-N
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Compound 108
Molecular Weight:1095.642
Molecular Formula:C52H48Cl2N6P2Rh2
InChIKey:XNAZDRSPXGGFIB-OHHPTVSFSA-L
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Compound 114
Molecular Weight:1230.495
Molecular Formula:C19H6ClF36O7P2Rh
InChIKey:WTGNEVXQIKBYLI-UHFFFAOYSA-M
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Compound 110
Molecular Weight:108.1378
Molecular Formula:C7H8O
InChIKey:RDOXTESZEPMUJZ-UHFFFAOYSA-N
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Compound 111
Molecular Weight:249.0059
Molecular Formula:C6H4INO2
InChIKey:Not Available
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Compound 112
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 113
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 115
Molecular Weight:95.0993
Molecular Formula:C5H5NO
InChIKey:Not Available
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Compound 116
Molecular Weight:201.2212
Molecular Formula:C12H11NO2
InChIKey:SYJUNMMVQXSSRR-UHFFFAOYSA-N
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Compound 117
Molecular Weight:171.1953
Molecular Formula:C11H9NO
InChIKey:MZBZERKDGUOLBE-UHFFFAOYSA-N
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Compound 118
Molecular Weight:247.2912
Molecular Formula:C17H13NO
InChIKey:FBLQGULBXCFSAK-UHFFFAOYSA-N
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Compound 119
Molecular Weight:169.0522
Molecular Formula:C5F5N
InChIKey:XTGOWLIKIQLYRG-UHFFFAOYSA-N
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Compound 120
Molecular Weight:241.1843
Molecular Formula:C12H7F4N
InChIKey:ZPGIDDOAKJHEHA-UHFFFAOYSA-N
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Compound 121
Molecular Weight:410.5287
Molecular Formula:C26H35O2P
InChIKey:VNFWTIYUKDMAOP-UHFFFAOYSA-N
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Compound 124
Molecular Weight:68.074
Molecular Formula:C4H4O
InChIKey:YLQBMQCUIZJEEH-UHFFFAOYSA-N
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Compound 125
Molecular Weight:84.14
Molecular Formula:C4H4S
InChIKey:YTPLMLYBLZKORZ-UHFFFAOYSA-N
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Compound 126
Molecular Weight:67.0892
Molecular Formula:C4H5N
InChIKey:KAESVJOAVNADME-UHFFFAOYSA-N
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Compound 122
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 123
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 127
Molecular Weight:143.1852
Molecular Formula:C10H9N
InChIKey:IRTLROCMFSDSNF-UHFFFAOYSA-N
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Compound 128
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 132
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 133
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 134
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 135
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 136
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 137
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 138
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 139
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 140
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 143
Molecular Weight:346.402
Molecular Formula:C20H14N2O2S
InChIKey:ANRLVGWFVDSMOJ-UHFFFAOYSA-N
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Compound 147
Molecular Weight:438.493
Molecular Formula:C24H22O6S
InChIKey:LMKZZJLIPCOVEN-UHFFFAOYSA-N
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Compound 142
Molecular Weight:134.158
Molecular Formula:C6H2N2S
InChIKey:JSLBLMYJYPZTEB-UHFFFAOYSA-N
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Compound 145
Molecular Weight:142.176
Molecular Formula:C6H6O2S
InChIKey:GKWLILHTTGWKLQ-UHFFFAOYSA-N
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Compound 144
Molecular Weight:298.4021
Molecular Formula:C20H27P
InChIKey:CNXMDTWQWLGCPE-UHFFFAOYSA-N
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Compound 146
Molecular Weight:229.071
Molecular Formula:C9H9BrO2
InChIKey:XZIAFENWXIQIKR-UHFFFAOYSA-N
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Compound 148
Molecular Weight:189.2105
Molecular Formula:C11H11NO2
InChIKey:QGWGRWMQFFGAQV-UHFFFAOYSA-N
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Compound 149
Molecular Weight:310.3041
Molecular Formula:C17H14N2O4
InChIKey:PYGQHAUYAZREHT-UHFFFAOYSA-N
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Compound 150
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 151
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 152
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 153
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 154
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 155
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 156
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 181
Molecular Weight:159.1846
Molecular Formula:C10H9NO
InChIKey:UUCUQJHYUPXDHN-UHFFFAOYSA-N
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Compound 182
Molecular Weight:235.2805
Molecular Formula:C16H13NO
InChIKey:FJDMRDWQIKYXLH-UHFFFAOYSA-N
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Compound 157
Molecular Weight:118.1359
Molecular Formula:C7H6N2
InChIKey:HYZJCKYKOHLVJF-UHFFFAOYSA-N
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Compound 158
Molecular Weight:194.2319
Molecular Formula:C13H10N2
InChIKey:Not Available
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Compound 160
Molecular Weight:250.2952
Molecular Formula:C16H14N2O
InChIKey:PRUCUJZGWAEGBB-UHFFFAOYSA-N
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Compound 159
Molecular Weight:213.071
Molecular Formula:C9H9BrO
InChIKey:UOMOSYFPKGQIKI-UHFFFAOYSA-N
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Compound 161
Molecular Weight:170.2316
Molecular Formula:C10H19P
InChIKey:SEMABQMNYMZJFQ-UHFFFAOYSA-N
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Compound 167
Molecular Weight:149.1897
Molecular Formula:C9H11NO
InChIKey:ALMHSXDYCFOZQD-UHFFFAOYSA-N
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Compound 168
Molecular Weight:128.169
Molecular Formula:C7H12O2
InChIKey:CQEYYJKEWSMYFG-UHFFFAOYSA-N
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Compound 169
Molecular Weight:275.3428
Molecular Formula:C16H21NO3
InChIKey:WCGXTZHXHPMZDX-CMDGGOBGSA-N
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Compound 170
Molecular Weight:270.0665
Molecular Formula:C10H7IO
InChIKey:ORYWNYKNTHPWDG-UHFFFAOYSA-N
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Compound 172
Molecular Weight:1981.963
Molecular Formula:C136H100Fe2N4O5
InChIKey:JMXJYGWIINDVMF-VNMGBASXSA-J
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Compound 173
Molecular Weight:169.2224
Molecular Formula:C12H11N
InChIKey:GRTWYIODJKVPEV-UHFFFAOYSA-N
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Compound 174
Molecular Weight:336.429
Molecular Formula:C24H20N2
InChIKey:WEMLXBQUMYJWGR-UHFFFAOYSA-N
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Compound 176
Molecular Weight:114.1424
Molecular Formula:C6H10O2
InChIKey:IVKYUXHYUAMPMT-UHFFFAOYSA-N
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Compound 175
Molecular Weight:320.385
Molecular Formula:C20H20N2O2
InChIKey:DIBPOMLQPMXFIM-UHFFFAOYSA-N
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Compound 177
Molecular Weight:154.2078
Molecular Formula:C12H10
InChIKey:ZUOUZKKEUPVFJK-UHFFFAOYSA-N
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Compound 178
Molecular Weight:120.1916
Molecular Formula:C9H12
InChIKey:AUHZEENZYGFFBQ-UHFFFAOYSA-N
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Compound 179
Molecular Weight:128.1705
Molecular Formula:C10H8
InChIKey:UFWIBTONFRDIAS-UHFFFAOYSA-N
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Compound 180
Molecular Weight:246.3462
Molecular Formula:C19H18
InChIKey:JSVBDBNITQVXHF-UHFFFAOYSA-N
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Compound 183
Molecular Weight:124.0975
Molecular Formula:C5H4N2O2
InChIKey:QLILRKBRWXALIE-UHFFFAOYSA-N
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Compound 184
Molecular Weight:201.2643
Molecular Formula:C13H15NO
InChIKey:DTRSVKLNWUNCQE-UHFFFAOYSA-N
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Compound 185
Molecular Weight:277.3603
Molecular Formula:C19H19NO
InChIKey:LQADRWKCCJDTSL-UHFFFAOYSA-N
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Compound 186
Molecular Weight:179.2173
Molecular Formula:C13H9N
InChIKey:WZJYKHNJTSNBHV-UHFFFAOYSA-N
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Compound 187
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:Not Available
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Compound 188
Molecular Weight:315.3652
Molecular Formula:C21H17NO2
InChIKey:QSTSDEROQDASFW-UHFFFAOYSA-N
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