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Unusual borane addition to conjugated dienylphosphanes under frustrated Lewis pair conditions†
Sergei Krupski,Gerald Kehr,Constantin G. Daniliuc,Gerhard Erker
Dalton Transactions Pub Date : 11/09/2015 00:00:00 , DOI:10.1039/C5DT03879K
Abstract

Dimesitylphosphinoisoprene 9a reacts with a series of R-B(C6F5)2 boron Lewis acids by isomerization and subsequent 1,4-P/B addition to give the heterocyclic phosphonium/borate zwitterionic products 13. Subsequent hydride abstraction from the isoprenyl derived methyl group by trityl cation proceeds with elimination of the R-B(C6F5)2 reagent to give the heterocyclic phosphonium system 20.

Graphical abstract: Unusual borane addition to conjugated dienylphosphanes under frustrated Lewis pair conditions
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