Zwitterionic Phosphirenium Borates Derived from Bis(alkynyl)mesityl Phosphanes and Tris(pentafluorophenyl)borane

ABSTRACT From a series of bis(alkynyl)mesityl phosphanes 5, we prepared phosphirenium borate compounds 6 in high yields by reaction with B(C6F5)3 at room temperature. The zwitterionic compounds 6 are conveniently accessible and can be obtained with unique substitution patterns by this route. For two...

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Veröffentlicht in:Heteroatom chemistry 2014-11, Vol.25 (5), p.396-401
Hauptverfasser: Möbus, Juri, Malessa, Kira, Frisch, Hendrik, Daniliuc, Constantin G., Fröhlich, Roland, Kehr, Gerald, Erker, Gerhard
Format: Artikel
Sprache:eng
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Zusammenfassung:ABSTRACT From a series of bis(alkynyl)mesityl phosphanes 5, we prepared phosphirenium borate compounds 6 in high yields by reaction with B(C6F5)3 at room temperature. The zwitterionic compounds 6 are conveniently accessible and can be obtained with unique substitution patterns by this route. For two examples, we show the conversion of 6 to the respective 3‐borylated phosphole derivatives 7 through multiple 1,1‐carboboration reactions. In a useful one‐pot methodology, the phosphirenium borates 6 are converted to air‐stable 3‐arylated phospholes 8 by a sequential 1,1‐carboboration/ Suzuki–Miyaura type cross‐coupling reaction.
ISSN:1042-7163
1098-1071
DOI:10.1002/hc.21184