Issue 81, 2014

Generation of aminoborane monomers RR′N[double bond, length as m-dash]BH2 from amine–boronium cations [RR′NH–BH2L]+: metal catalyst-free formation of polyaminoboranes at ambient temperature

Abstract

Protonation of MeRNH·BH3 (R = Me or H) with HX (X = B(C6F5)4, OTf, or Cl), followed by immediate, spontaneous H2 elimination, yielded the amine–boronium cation salt [MeRNH·BH2(OEt2)][B(C6F5)4] and related polar covalent analogs, MeRNH·BH2X (X = OTf or Cl). These species can be deprotonated to conveniently generate reactive aminoborane monomers MeRN[double bond, length as m-dash]BH2 which oligomerize or polymerize; in the case of MeNH2·BH3, the two step process gave poly(N-methylaminoborane), [MeNH–BH2]n.

Graphical abstract: Generation of aminoborane monomers RR′N [[double bond, length as m-dash]] BH2 from amine–boronium cations [RR′NH–BH2L]+: metal catalyst-free formation of polyaminoboranes at ambient temperature

Supplementary files

Article information

Article type
Communication
Submitted
04 Jul 2014
Accepted
15 Aug 2014
First published
01 Sep 2014

Chem. Commun., 2014,50, 12146-12149

Generation of aminoborane monomers RR′N[double bond, length as m-dash]BH2 from amine–boronium cations [RR′NH–BH2L]+: metal catalyst-free formation of polyaminoboranes at ambient temperature

O. J. Metters, A. M. Chapman, A. P. M. Robertson, C. H. Woodall, P. J. Gates, D. F. Wass and I. Manners, Chem. Commun., 2014, 50, 12146 DOI: 10.1039/C4CC05145A

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