Hydroboration of Phosphaalkynes by HB(C6F5)(2)

The hydroboration of phosphaalkynes with Piers' borane (HB(C6F5)(2)) generated unusual phosphaalkenylboranes [RCH=PB(C6F5)(2)](2) that persisted as dimers in both solution and the solid state. These P2B2 heterocycles underwent ring opening when subjected to nucleophiles, such as pyridine and te...

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Bibliographic Details
Published inChemistry : a European journal Vol. 22; no. 36; pp. 12665 - 12669
Main Authors Longobardi, Lauren E., Johnstone, Timothy C., Falconer, Rosalyn L., Russell, Christopher A., Stephan, Douglas W.
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 26.08.2016
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
COORDINATION CHEMISTRY
ACTIVATION
CARBON
hydroboration
COMPLEXES
SINGLET DIRADICALS
REACTIVITY
phosphaalkyne
FRUSTRATED LEWIS PAIRS
PHOSPHORUS-COMPOUNDS
heterocycles
BORENIUM CATIONS
BOND
phosphaalkene
phosphaalkenylborane
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Summary:The hydroboration of phosphaalkynes with Piers' borane (HB(C6F5)(2)) generated unusual phosphaalkenylboranes [RCH=PB(C6F5)(2)](2) that persisted as dimers in both solution and the solid state. These P2B2 heterocycles underwent ring opening when subjected to nucleophiles, such as pyridine and tert-butylisocyanide, to yield monomeric phosphaalkenylborane adducts RCH=PB(C6F5)(2)(L). DFT calculations were performed to probe the nature of the interaction of phosphaalkynes with boranes.
Bibliography:researchfish
UKRI
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201602860