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Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Isolation of a Lewis base stabilized parent phosphenium (PH2(+)) and related species
Liu Leo Liu1, David A Ruiz2, Fatme Dahcheh2
1UCSD-CNRS Joint Research Chemistry Laboratory (UMI 3555), Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA 92093-0343, USA. guybertrand@ucsd.edu and Department of Chemistry, College of Chemistry and Chemical Engineering, Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen 361005, Fujian, China.
Abstract:
The parent phosphenium ion (PH2(+)), and even any phosphenium salts bearing a hydrogen (HRP(+)), have never been observed. The addition of trifluoromethanesulfonic acid and carbon electrophiles to an NHC-PH adduct, featuring a very bulky NHC, allows for the preparation and isolation of such compounds. Computational investigations show that most of the positive charge is localized at phosphorus, demonstrating the phosphenium nature of this compound. Further, the PH moiety is able to utilize one or both of its lone pairs to bind to one or two metals.
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