Synthesis of Annelated Phospholes through Intramolecular CH Activation by Monovalent Phosphorus

Electrophilic terminal phosphinidene complexes [Ar-Ar-P-W(CO)5] (Ar-Ar: biaryl or an analogue thereof) undergo a spontaneous insertion of the phosphorus atom into the vicinal CH bonds to give annelated phospholes. Twelve examples are described, including biphenyl, thienyl, pyrrolyl, and benzofuryl g...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 54; no. 5; p. 1583
Main Authors Wei, Xinda, Lu, Zongming, Zhao, Xu, Duan, Zheng, Mathey, Francois
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 26.01.2015
EditionInternational ed. in English
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Summary:Electrophilic terminal phosphinidene complexes [Ar-Ar-P-W(CO)5] (Ar-Ar: biaryl or an analogue thereof) undergo a spontaneous insertion of the phosphorus atom into the vicinal CH bonds to give annelated phospholes. Twelve examples are described, including biphenyl, thienyl, pyrrolyl, and benzofuryl groups as biaryl moieties. The activation energy of the insertion reaction is quite low (about 2kcalmol-1).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201410603