Standard Article

Ferrocenes in Frustrated Lewis Pair Chemistry

Organoiron Compounds (2013)

  1. Gerald Kehr,
  2. Gerhard Erker

Published Online: 22 OCT 2012

DOI: 10.1002/9780470682531.pat0661

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Kehr, G. and Erker, G. 2012. Ferrocenes in Frustrated Lewis Pair Chemistry. Patai's Chemistry of Functional Groups. .

Author Information

  1. Organisch-Chemisches Institut, Universität Münster, 48149 Münster, Germany

Publication History

  1. Published Online: 22 OCT 2012

Chemistry Terms

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Abstract

Frustrated Lewis pairs (FLPs) composed of bulky Lewis acids and bases do not quench each other efficiently by adduct formation. They can react jointly, for example in small molecule activation. A series of FLPs and typical FLP reactions at ferrocene-derived frameworks are presented. This involved ferrocene-bonded nitrogen or phosphorus bases in conjunction with strongly electrophilic pentafluorophenyl containing boron Lewis acids. Reactions of these ferrocene-derived FLPs include activation of dihydrogen under mild conditions and catalytic hydrogenation reactions but also FLP reactions with alkenes or alkynes.

Keywords:

  • dihydrogen activation;
  • boron Lewis acids;
  • amines;
  • phosphanes;
  • synergistic reactions

Featured Compounds

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  1. 1 - 55
Compound 1
Molecular Weight:714.296
Molecular Formula:C30H27BF15P
InChIKey:GHGCDMVTIQGJAJ-UHFFFAOYSA-N
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Compound 2
Molecular Weight:642.318
Molecular Formula:C32H26BF10P
InChIKey:BTBZHMNMVXKTII-UHFFFAOYSA-N
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Compound 3
Molecular Weight:714.296
Molecular Formula:C30H27BF15P
InChIKey:GHGCDMVTIQGJAJ-UHFFFAOYSA-N
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Compound 5
Molecular Weight:642.318
Molecular Formula:C32H26BF10P
InChIKey:BTBZHMNMVXKTII-UHFFFAOYSA-N
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Compound 4
Molecular Weight:758.309
Molecular Formula:C30H27BF15N2OP
InChIKey:QFDFKHHZEWCCHM-QJGAVIKSSA-N
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Compound 6
Molecular Weight:686.327
Molecular Formula:C33H26BF10O2P
InChIKey:IEBURECTGDJQHG-UHFFFAOYSA-N
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 8
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 9
Molecular Weight:1482.405
Molecular Formula:C62H47B2F29FeP2
InChIKey:ZYKKQUYNQLGFLV-UHFFFAOYSA-O
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Compound 10
Molecular Weight:710.706
Molecular Formula:C48H47FeP
InChIKey:BOBUBHOXRCYKLI-UHFFFAOYSA-N
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Compound 11
Molecular Weight:1224.701
Molecular Formula:C66H49BF15FeP
InChIKey:AHPZRBXMDSNWGL-UHFFFAOYSA-O
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Compound 15
Molecular Weight:508.455
Molecular Formula:C32H37FeP
InChIKey:SMUMOGWXHVBCMF-CIXAINKZSA-N
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Compound 12
Molecular Weight:270.105
Molecular Formula:C14H14FeO2
InChIKey:BXANKEMEFVUXHQ-UHFFFAOYSA-N
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Compound 13
Molecular Weight:279.158
Molecular Formula:C16H17FeN
InChIKey:YBJUABFVCZBMLL-CLNHMMGSSA-N
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Compound 14
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 16
Molecular Weight:587.351
Molecular Formula:C32H36BrFeP
InChIKey:HPNBDOVTLDRUBB-UZTHDJIXSA-N
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Compound 17
Molecular Weight:257.152
Molecular Formula:C14H19FeN
InChIKey:OMZINSAOIVLSOC-UHFFFAOYSA-N
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Compound 18
Molecular Weight:482.418
Molecular Formula:C30H35FeP
InChIKey:TYNSZMZZXRILST-UHFFFAOYSA-N
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Compound 14a
Molecular Weight:283.19
Molecular Formula:C16H21FeN
InChIKey:JHBMNDIEYHFCLY-OALZAMAHSA-N
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Compound 20
Molecular Weight:240.122
Molecular Formula:C14H16Fe
InChIKey:LKFRILQTICPIOA-QPWPOBFOSA-N
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Compound 20-D
Molecular Weight:241.128
Molecular Formula:C14H16Fe
InChIKey:Not Available
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Compound 21
Molecular Weight:214.085
Molecular Formula:C12H14Fe
InChIKey:RYIHNXHTQXWXML-UHFFFAOYSA-N
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Compound 22
Molecular Weight:1101.347
Molecular Formula:C50H38BBrF15FeP
InChIKey:VDPSSKJYAJYIET-IITCFCIKSA-O
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Compound 23
Molecular Weight:298.204
Molecular Formula:C16H22FeN2
InChIKey:BGAKAHOTSGUHEL-DGWRQWNVSA-N
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Compound 24
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 24a
Molecular Weight:386.311
Molecular Formula:C23H26FeN2
InChIKey:ZARJSWWCRWCJJO-LFJOJLISSA-N
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Compound 24b
Molecular Weight:400.338
Molecular Formula:C24H28FeN2
InChIKey:IANCJEDIILAKIX-DLUCAKAWSA-N
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Compound 24c
Molecular Weight:454.309
Molecular Formula:C24H25F3FeN2
InChIKey:VUPIFOAOFOLUPR-LJEYLTHWSA-N
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Compound 25b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 26
Molecular Weight:359.286
Molecular Formula:C22H25FeN
InChIKey:OQAWAAINBAIUQZ-XRVQSCEISA-N
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Compound 27b
Molecular Weight:402.353
Molecular Formula:C24H30FeN2
InChIKey:VRWWKWFZSJQDET-MSXIASKGSA-N
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Compound 27c
Molecular Weight:456.325
Molecular Formula:C24H27F3FeN2
InChIKey:WAJCTUSQKYJTDL-KLFHSQLISA-N
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Compound 28
Molecular Weight:898.291
Molecular Formula:C41H26BF15FeN2
InChIKey:OBBFFDDBUXUVKZ-ZNMZKLFBSA-N
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Compound 29
Molecular Weight:467.363
Molecular Formula:C28H30FeNP
InChIKey:KJOBYACDWXOMPW-OHHMFLEWSA-N
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Compound 30
Molecular Weight:979.343
Molecular Formula:C46H30BF15FeNP
InChIKey:AXOATTNKSWYAJY-JZIKWILBSA-N
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Compound 13a
Molecular Weight:279.158
Molecular Formula:C16H17FeN
InChIKey:YBJUABFVCZBMLL-CLNHMMGSSA-N
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Compound 31a
Molecular Weight:281.174
Molecular Formula:C16H19FeN
InChIKey:AYKICBYAOARARV-IUOIBOTDSA-N
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Compound 31b
Molecular Weight:321.238
Molecular Formula:C19H23FeN
InChIKey:QBMDMUBCGBRPQG-GSAQPGOKSA-N
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Compound 31c
Molecular Weight:323.21
Molecular Formula:C18H21FeNO
InChIKey:MFASCSQPPMSQAH-WLOKPVSRSA-N
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Compound 13b
Molecular Weight:319.222
Molecular Formula:C19H21FeN
InChIKey:VPLKZLKWMMTCGT-QTCZRQAZSA-N
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Compound 13c
Molecular Weight:321.195
Molecular Formula:C18H19FeNO
InChIKey:YOVMRNUPTNLWQB-LSJACRKWSA-N
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Compound 14b
Molecular Weight:323.254
Molecular Formula:C19H25FeN
InChIKey:GNFYRQKIVCNVOH-FFIXONDLSA-N
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Compound 14c
Molecular Weight:325.226
Molecular Formula:C18H23FeNO
InChIKey:FFFWFMITQOGCJO-JJIXNOEOSA-N
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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:608.469
Molecular Formula:C38H34FeP2
InChIKey:GINJWZKGBZVIKH-AURLHUJYSA-N
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Compound 33a
Molecular Weight:1122.465
Molecular Formula:C56H36BF15FeP2
InChIKey:CNEXDVOMTBYRRQ-RIEHRCFRSA-O
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Compound 33b
Molecular Weight:1122.465
Molecular Formula:C56H36BF15FeP2
InChIKey:CNEXDVOMTBYRRQ-RIEHRCFRSA-O
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Compound 35
Molecular Weight:309.227
Molecular Formula:C18H23FeN
InChIKey:RGBPDZMDWLGMES-JOVJQCHWSA-N
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Compound 34
Molecular Weight:311.2
Molecular Formula:C17H21FeNO
InChIKey:QNQBIBVPRKXYGD-NEEKZURDSA-N
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Compound 36
Molecular Weight:821.207
Molecular Formula:C36H23BF15FeN
InChIKey:CCKYUYKTKJKGRJ-ZHAUMJOOSA-N
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Compound 37
Molecular Weight:1046.472
Molecular Formula:C52H39BF15FeP
InChIKey:HEFIUWUZUAMHJV-JHIDCQKYSA-N
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Compound 38
Molecular Weight:560.53
Molecular Formula:C36H41FeP
InChIKey:CJIOFZWGLZPIGA-BIZZIOAESA-N
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Compound 39
Molecular Weight:1072.509
Molecular Formula:C54H41BF15FeP
InChIKey:WYCOFMNBYAVTQP-CUWMFKCMSA-N
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Compound 40
Molecular Weight:210.053
Molecular Formula:C12H10Fe
InChIKey:VYYHVPJGNKBGQQ-UHFFFAOYSA-N
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Compound 41
Molecular Weight:924.349
Molecular Formula:C42H37BF15FeP
InChIKey:QIMIGGKBGSXIEU-UHFFFAOYSA-O
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  1. 1 - 55