Diverse reactivity of borenium cations with N-H compounds

The Ph2P-stabilized borenium 1 reacts cleanly with PhNH2, NH3 and HNTf2 to give a variety of boron compounds, namely the amino-substituted borenium 2 (substitution reaction at B), the neutral phosphine-borane 3, the mixed P/N-stabilized boronium 4 and the dicationic boron species 6. Remote modulatio...

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Published inChemical communications (Cambridge, England) Vol. 52; no. 57; pp. 8877 - 8880
Main Authors Devillard, Marc, Mallet-Ladeira, Sonia, Bouhadir, Ghenwa, Bourissou, Didier
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2016
Royal Society of Chemistry
Subjects
Boron
Boron compounds
Cations
Chemical Sciences
Chemistry
Chemistry, Multidisciplinary
Cleaning
Modulation
Physical Sciences
Science & Technology
Substitution reactions
BORONIUM CATIONS
HYDROGEN
ACTIVATION
HETEROCYCLIC CARBENE
AMMONIA
LEWIS-ACID
STRUCTURAL-CHARACTERIZATION
OXIDATIVE ADDITION
ALKYNES
BORANES
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Summary:The Ph2P-stabilized borenium 1 reacts cleanly with PhNH2, NH3 and HNTf2 to give a variety of boron compounds, namely the amino-substituted borenium 2 (substitution reaction at B), the neutral phosphine-borane 3, the mixed P/N-stabilized boronium 4 and the dicationic boron species 6. Remote modulation of the Lewis acidity at boron has been studied by preparing the related iPr(2)P-stabilized borenium 7 and reacting it with dihydrogen.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc03183h