Standard Article

Group 14 Metalloles, Ionic Species and Coordination Compounds

Organic Silicon Compounds (1998)

  1. Jacques Dubac1,
  2. Christian Guérin2,
  3. Philippe Meunier3

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0196

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Dubac, J., Guérin, C. and Meunier, P. 2009. Group 14 Metalloles, Ionic Species and Coordination Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. 1

    Université Paul-Sabatier, Hétérochimie Fondamentale et Appliquée (ESA-CNRS 5069), Toulouse Cedex, France

  2. 2

    Université Montpellier II, Chimie Moléculaire et Organisation du Solide (UMR-CNRS 5637), Montpellier Cedex 5, France

  3. 3

    Université de Bourgogne, Synthèse et Electrosynthèse Organométalliques (UMR-CNRS 5632), Dijon Cedex, France

Publication History

  1. Published Online: 15 DEC 2009

Chemistry Terms

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Abstract

  • 1
    Introduction
  • 2
    Synthesis
  • 3
    Organic Chemical Properties of Group 14 Metalloles
  • 4
    Polymeric Silole-Containing π-Conjugated Systems
  • 5
    Ionic Species and Coordination Compounds
  • 6
    Addendum
  • 7
    Conclusion
  • 8
    Acknowledgements

Keywords:

  • five-membered heterocyclic dienes;
  • heterocyclopentadienes - heteroles or metalloles;
  • group 14 metalloles, ionic species and coordination compounds;
  • gas-phase pyrolysis of silacyclopent-3-enes;
  • organometallic dihalide reaction with dilithio reagent;
  • group 14 metalloles;
  • HOMO stabilization;
  • polymeric silole-containing pi-conjugated systems

Featured Compounds

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  1. 1 - 138
Compound 1
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 2
Molecular Weight:82.1759
Molecular Formula:C4H6Si
InChIKey:Not Available
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Compound 3
Molecular Weight:96.2025
Molecular Formula:C5H8Si
InChIKey:OIDYGEPYEPRJDI-UHFFFAOYSA-N
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Compound 4
Molecular Weight:110.2291
Molecular Formula:C6H10Si
InChIKey:WYEULPIUHWUNPR-UHFFFAOYSA-N
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Compound 5
Molecular Weight:192.405
Molecular Formula:C10H16Si2
InChIKey:JCQYSVUXRBLQGP-UHFFFAOYSA-N
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Compound 11
Molecular Weight:82.1759
Molecular Formula:C4H6Si
InChIKey:OZRYRWSHYJJFDJ-UHFFFAOYSA-N
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Compound 14
Molecular Weight:82.1759
Molecular Formula:C4H6Si
InChIKey:OZRYRWSHYJJFDJ-UHFFFAOYSA-N
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Compound 8
Molecular Weight:154.78
Molecular Formula:C6H10Ge
InChIKey:QAGZSYJDIWORFR-UHFFFAOYSA-N
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Compound 9
Molecular Weight:82.1759
Molecular Formula:C4H6Si
InChIKey:GTACVKZZKKFPSU-UHFFFAOYSA-N
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Compound 10
Molecular Weight:164.3519
Molecular Formula:C8H12Si2
InChIKey:WMATYXLVUUNIFG-UHFFFAOYSA-N
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Compound 12
Molecular Weight:136.2664
Molecular Formula:C8H12Si
InChIKey:MWYJEQFLQHJIOS-UHFFFAOYSA-N
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Compound 13
Molecular Weight:166.2161
Molecular Formula:C4H6N6Si
InChIKey:BHGLXYDHNHNXQD-UHFFFAOYSA-N
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Compound 65
Molecular Weight:110.2291
Molecular Formula:C6H10Si
InChIKey:UPKMIEDBELQAIT-UHFFFAOYSA-N
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Compound 15
Molecular Weight:363.08
Molecular Formula:C22H26Ge
InChIKey:LWYAHIPIRYGYNU-UHFFFAOYSA-N
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Compound 16
Molecular Weight:674.09
Molecular Formula:C40H48Ge2
InChIKey:DGOHCEVOVLYJDB-UHFFFAOYSA-N
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Compound 17
Molecular Weight:238.94
Molecular Formula:C12H22Ge
InChIKey:SRUGVAXDFUXZEK-UHFFFAOYSA-N
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Compound 18
Molecular Weight:477.89
Molecular Formula:C24H44Ge2
InChIKey:YDQMJKXJSWQFNK-UHFFFAOYSA-N
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Compound 19
Molecular Weight:285.01
Molecular Formula:C12H22Sn
InChIKey:QSVCAUDJWCHICU-UHFFFAOYSA-N
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Compound 20
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 21
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 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 25
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 47
Molecular Weight:262.421
Molecular Formula:C18H18Si
InChIKey:YCBUIVXZVYHASK-UHFFFAOYSA-N
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Compound 26
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 27
Molecular Weight:207.172
Molecular Formula:C8H12Cl2Si
InChIKey:CHEFGIJZUFDNMJ-UHFFFAOYSA-N
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Compound 70
Molecular Weight:329.591
Molecular Formula:C18H22Zr
InChIKey:SKJNVLLXSHXQSJ-UHFFFAOYSA-N
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Compound 28
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 29
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 31
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 32
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 33
Molecular Weight:262.421
Molecular Formula:C18H18Si
InChIKey:MVNVMCKXRSSBIA-UHFFFAOYSA-N
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Compound 34
Molecular Weight:330.6873
Molecular Formula:C18H30Si3
InChIKey:IERWRQPXCYYUMX-UHFFFAOYSA-N
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Compound 35
Molecular Weight:330.6873
Molecular Formula:C18H30Si3
InChIKey:DAFMSRFBTWWUDK-FBMGVBCBSA-N
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Compound 36
Molecular Weight:346.5805
Molecular Formula:C24H30Si
InChIKey:UQPFIZAQFGTNSZ-UHFFFAOYSA-N
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Compound 37
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 39
Molecular Weight:480.6264
Molecular Formula:C30H28O4Si
InChIKey:ZORJGPOZNCPSAJ-UHFFFAOYSA-N
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Compound 40
Molecular Weight:727.253
Molecular Formula:C41H54O2S2Si3
InChIKey:CVTHQKXKXFUBCD-UHFFFAOYSA-N
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Compound 41
Molecular Weight:338.97
Molecular Formula:C15H22GeO4
InChIKey:LYUOJZVGNMERKK-UHFFFAOYSA-N
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Compound 42
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 43
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 44
Molecular Weight:330.393
Molecular Formula:C22H24Li2Si
InChIKey:QBTYTKRSRBVWQA-UHFFFAOYSA-N
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Compound 45
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 46
Molecular Weight:313.07
Molecular Formula:C14H26Sn
InChIKey:HFFLEPRMVLDMFF-UHFFFAOYSA-N
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Compound 48
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 49
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 50
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 51
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 52
Molecular Weight:280.4363
Molecular Formula:C18H20OSi
InChIKey:ZGXBRWWJEJISQK-UHFFFAOYSA-N
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Compound 53
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 54
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 55
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 56
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 58
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 57
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 59
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 60
Molecular Weight:304.96
Molecular Formula:C18H16Ge
InChIKey:WQCKZFUSSOXDSQ-UHFFFAOYSA-N
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Compound 61
Molecular Weight:164.3195
Molecular Formula:C10H16Si
InChIKey:IUAPIOVUQKLGOJ-UHFFFAOYSA-N
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Compound 63
Molecular Weight:124.2557
Molecular Formula:C7H12Si
InChIKey:QPHLITPPGZBTQF-UHFFFAOYSA-N
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Compound 64
Molecular Weight:186.3251
Molecular Formula:C12H14Si
InChIKey:XGWBBSQXUUCBFR-UHFFFAOYSA-N
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Compound 66
Molecular Weight:142.2461
Molecular Formula:C7H11FSi
InChIKey:GWGWGXUTYAPGNY-UHFFFAOYSA-N
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Compound 67
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 68
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 69
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 71
Molecular Weight:587.948
Molecular Formula:C38H40Zr
InChIKey:BJTRDBSXIDQNBL-UHFFFAOYSA-N
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Compound 72
Molecular Weight:355.629
Molecular Formula:C20H24Zr
InChIKey:USDBSCPVFRIXAG-UHFFFAOYSA-N
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Compound 73
Molecular Weight:251.73
Molecular Formula:C8H12Cl2Ge
InChIKey:YRTMWVUOOWVVEA-UHFFFAOYSA-N
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Compound 74
Molecular Weight:283
Molecular Formula:C12H20Sn
InChIKey:ITFHSQWCRVWBHZ-UHFFFAOYSA-N
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Compound 75
Molecular Weight:544.591
Molecular Formula:C38H40Ti
InChIKey:NRLCFRBYFSAELW-UHFFFAOYSA-N
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Compound 76
Molecular Weight:426.94
Molecular Formula:C18H32Hf
InChIKey:JLBUUCKAOIDAIT-UHFFFAOYSA-N
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Compound 77
Molecular Weight:293.38
Molecular Formula:C14H17ClGe
InChIKey:MSXVMQHQZFNRFE-UHFFFAOYSA-N
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Compound 78
Molecular Weight:296.074
Molecular Formula:C8H12Br2Si
InChIKey:CPAZHLGZQCAACL-UHFFFAOYSA-N
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Compound 82
Molecular Weight:251.183
Molecular Formula:C12H8Cl2Si
InChIKey:IQURIBNOAPIFPZ-UHFFFAOYSA-N
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Compound 79
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 80
Molecular Weight:210.3465
Molecular Formula:C14H14Si
InChIKey:YJQFTKVGILQPMC-UHFFFAOYSA-N
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Compound 81
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 83
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 86
Molecular Weight:250.233
Molecular Formula:C18H20Li2
InChIKey:WWIRMXSSIATPEJ-UHFFFAOYSA-N
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Compound 97
Molecular Weight:160.2878
Molecular Formula:C10H12Si
InChIKey:ZYCXAZHCKONWHN-UHFFFAOYSA-N
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Compound 85
Molecular Weight:335.07
Molecular Formula:C16H24Sn
InChIKey:NLUZTEUAOXUXNZ-UHFFFAOYSA-N
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Compound 87
Molecular Weight:496.7565
Molecular Formula:C36H36Si
InChIKey:RDMJKHVYDPORJI-UHFFFAOYSA-N
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Compound 88
Molecular Weight:541.31
Molecular Formula:C36H36Ge
InChIKey:IPBOXXGFOPFMOB-UHFFFAOYSA-N
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Compound 89
Molecular Weight:587.38
Molecular Formula:C36H36Sn
InChIKey:NKSPRJKVVJNDCS-UHFFFAOYSA-N
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Compound 90
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 91
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 92
Molecular Weight:389.51
Molecular Formula:C18H19ClSn
InChIKey:ULWFUJZTBBUYSS-UHFFFAOYSA-M
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Compound 93
Molecular Weight:356.07
Molecular Formula:C18H20Sn
InChIKey:Not Available
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Compound 94
Molecular Weight:355.06
Molecular Formula:C18H20Sn
InChIKey:AKBJOQKAEVRFKN-UHFFFAOYSA-N
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Compound 95
Molecular Weight:389.51
Molecular Formula:C18H19ClSn
InChIKey:ULWFUJZTBBUYSS-UHFFFAOYSA-M
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Compound 96
Molecular Weight:201.125
Molecular Formula:C8H6Cl2Si
InChIKey:YOJMHCJJEDXVBP-UHFFFAOYSA-N
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Compound 98
Molecular Weight:146.2612
Molecular Formula:C9H10Si
InChIKey:KBWHYVHKZVRFIO-UHFFFAOYSA-N
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Compound 99
Molecular Weight:304.65
Molecular Formula:C16H28Si3
InChIKey:OQTNOMWBYKOTFT-UHFFFAOYSA-N
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Compound 100
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 101
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 102
Molecular Weight:320.5756
Molecular Formula:C20H24Si2
InChIKey:AVOGKJJFGSKKIB-UHFFFAOYSA-N
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Compound 104
Molecular Weight:653.1618
Molecular Formula:C41H48Si4
InChIKey:CKMGXDOLQCQUHU-UHFFFAOYSA-N
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Compound 105
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 106
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 107
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 113
Molecular Weight:414.6151
Molecular Formula:C30H30Si
InChIKey:RGISZWUTXOMGPG-UHFFFAOYSA-N
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Compound 114
Molecular Weight:635.0388
Molecular Formula:C44H50Si2
InChIKey:HASQOAWLSKYUQF-UHFFFAOYSA-N
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Compound 115
Molecular Weight:736.725
Molecular Formula:C40H40Br2Si2
InChIKey:RGQUGDJJLBQADD-UHFFFAOYSA-N
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Compound 117
Molecular Weight:448.266
Molecular Formula:C20H20Br2Si
InChIKey:FNXQLIUONACORA-UHFFFAOYSA-N
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Compound 116
Molecular Weight:1313.641
Molecular Formula:C80H80Br2Si4
InChIKey:HLLLTWOFQRLAMP-UHFFFAOYSA-N
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Compound 118
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 119
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 120
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 121
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 122
Molecular Weight:883.3163
Molecular Formula:C64H58Si2
InChIKey:YVZRTZOYEJTSJR-UHFFFAOYSA-N
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Compound 123
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 125
Molecular Weight:649.1355
Molecular Formula:C31H57KO6Si3
InChIKey:VQRSWTMLCOKHHP-UHFFFAOYSA-N
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Compound 127
Molecular Weight:512.8691
Molecular Formula:C23H45KO6Si2
InChIKey:CUQZZTBQAKYMET-UHFFFAOYSA-N
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Compound 124
Molecular Weight:418.9109
Molecular Formula:C22H42Si4
InChIKey:ZMRMOMIHNGPJGV-UHFFFAOYSA-N
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Compound 126
Molecular Weight:282.6445
Molecular Formula:C14H30Si3
InChIKey:KMPFTECIQLFMBW-UHFFFAOYSA-N
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Compound 128
Molecular Weight:196.3199
Molecular Formula:C13H12Si
InChIKey:JWEDJHZOFJNYNA-UHFFFAOYSA-N
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Compound 129
Molecular Weight:440.6926
Molecular Formula:C29H25KSi
InChIKey:KDSNRUGROIWNIU-UHFFFAOYSA-N
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Compound 130
Molecular Weight:429.48
Molecular Formula:C17H40GeSi4
InChIKey:YUKWKFXMYNNHHH-UHFFFAOYSA-N
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Compound 131
Molecular Weight:787.84
Molecular Formula:C33H71GeLiO8Si4
InChIKey:QYMFEHRLVGNXEF-UHFFFAOYSA-N
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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:398.426
Molecular Formula:C28H20Li2Si
InChIKey:OAPZRHQKXXLASR-UHFFFAOYSA-N
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Compound 135
Molecular Weight:384.545
Molecular Formula:C28H22Si
InChIKey:RGVIFYWILDWALI-UHFFFAOYSA-N
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Compound 136
Molecular Weight:196.3647
Molecular Formula:C10H20N2Si
InChIKey:FPQXNXPXMVRQEP-UHFFFAOYSA-N
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Compound 134a
Molecular Weight:758.954
Molecular Formula:C48H60Li2O5Si
InChIKey:VTJKWNAYKNNNJX-UHFFFAOYSA-N
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Compound 137
Molecular Weight:782.97
Molecular Formula:C56H40Li2Si2
InChIKey:NDMSWRNFZKKMJF-UHFFFAOYSA-N
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Compound 138
Molecular Weight:743.0937
Molecular Formula:C32H60K2O12Si
InChIKey:BMGGJKSXLPWYHA-UHFFFAOYSA-N
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Compound 139
Molecular Weight:442.98
Molecular Formula:C28H20GeLi2
InChIKey:TYNVPDQQIXLDAW-UHFFFAOYSA-N
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Compound 139a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 139b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 140
Molecular Weight:912.97
Molecular Formula:C46H84Ge3Li2N2O
InChIKey:QAFUHFWUPVBILC-UHFFFAOYSA-N
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Compound 141
Molecular Weight:669.81
Molecular Formula:C27H59GeRuSi4
InChIKey:HEEDJCJYHBQCAX-UHFFFAOYSA-N
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Compound 142
Molecular Weight:384.927
Molecular Formula:C17H40Si5
InChIKey:MRWCAYMGBXROBB-UHFFFAOYSA-N
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Compound 144
Molecular Weight:621.22
Molecular Formula:C27H55RuSi5
InChIKey:BMMIPJSXCDERPX-UHFFFAOYSA-N
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Compound 145
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 146
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 147
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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  1. 1 - 138