The first use of the free selenimide Ph2Se=NH as a synthon; the synthesis and X-ray crystal structure of [Ph2SeNSePh2][BPh4]

Mark R J Elsegood; Paul F Kelly; Gillian Reid; Paul M Staniland

doi:10.1039/b806066e

The first use of the free selenimide Ph2Se=NH as a synthon; the synthesis and X-ray crystal structure of [Ph2SeNSePh2][BPh4]

Dalton Trans. 2008 Aug 7:(29):3798-800. doi: 10.1039/b806066e. Epub 2008 Jun 10.

Authors

Mark R J Elsegood¹, Paul F Kelly, Gillian Reid, Paul M Staniland

Affiliation

¹ Department of Chemistry, Loughborough University, Leics, LE11 3TU, UK. P.F.Kelly@lboro.ac.uk.

PMID: 18629400
DOI: 10.1039/b806066e

Abstract

Reaction of o-mesitylsulfonylhydroxylamine (MSH) with Ph(2)Se results in the [Ph(2)SeNH(2)](+) cation; low temperature deprotonation (LDA), bromination (NBS) and then treatment with Ph(2)Se-Na[BPh(4)] generates [Ph(2)SeNSePh(2)][BPh(4)], via the selenimides Ph(2)Se=NH and Ph(2)Se=NBr.