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Extremely Electron-Rich, Boron-Functionalized, Icosahedral Carborane-Based Phosphinoboranes.

ABSTRACT: We have prepared the first examples of B9-connected trivalent aryl and alkyl phosphinoborane species via Pd-catalyzed phosphination of 9-iodo-meta-carborane. Our studies highlight the unique electronic features of the B9-connected meta-carboranyl moiety as compared to its C1-based analogue. This work suggests that the B9-functionalized meta-carboranyl substituent in these ligands exhibits more electron-releasing character than any other known carbon-based substituent, ultimately laying the foundation for a new class of phosphine ligands with extremely electron-rich character.

SUBMITTER: Spokoyny AM

PROVIDER: S-EPMC3647701 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

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Extremely Electron-Rich, Boron-Functionalized, Icosahedral Carborane-Based Phosphinoboranes.

Spokoyny Alexander M AM Lewis Calvin D CD Teverovskiy Georgiy G Buchwald Stephen L SL

Organometallics 20121201 24

We have prepared the first examples of B9-connected trivalent aryl and alkyl phosphinoborane species via Pd-catalyzed phosphination of 9-iodo-meta-carborane. Our studies highlight the unique electronic features of the B9-connected meta-carboranyl moiety as compared to its C1-based analogue. This work suggests that the B9-functionalized meta-carboranyl substituent in these ligands exhibits more electron-releasing character than any other known carbon-based substituent, ultima ...[more]

PMID: 23667288

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