Hydroboration of Phosphaalkynes by HB(C6F5)2

Lauren E. Longobardi; Timothy C. Johnstone; Rosalyn L. Falconer; Christopher A. Russell; Douglas W. Stephan

doi:10.1002/chem.201602860

Hydroboration of Phosphaalkynes by HB(C₆F₅)₂

Lauren E. Longobardi, Timothy C. Johnstone, Rosalyn L. Falconer, Christopher A. Russell, Douglas W. Stephan^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract / Description of output

The hydroboration of phosphaalkynes with Piers’ borane (HB(C₆F₅)₂) generated unusual phosphaalkenylboranes [RCH=PB(C₆F₅)₂]₂that persisted as dimers in both solution and the solid state. These P₂B₂heterocycles 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.

Original language	English
Pages (from-to)	12665-12669
Number of pages	5
Journal	Chemistry - A European Journal
Volume	22
Issue number	36
DOIs	https://doi.org/10.1002/chem.201602860
Publication status	Published - 5 Jul 2016

Keywords / Materials (for Non-textual outputs)

heterocycles
hydroboration
phosphaalkene
phosphaalkenylborane
phosphaalkyne

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10.1002/chem.201602860

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title = "Hydroboration of Phosphaalkynes by HB(C6F5)2",

abstract = "The hydroboration of phosphaalkynes with Piers{\textquoteright} borane (HB(C6F5)2) generated unusual phosphaalkenylboranes [RCH=PB(C6F5)2]2that persisted as dimers in both solution and the solid state. These P2B2heterocycles 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.",

keywords = "heterocycles, hydroboration, phosphaalkene, phosphaalkenylborane, phosphaalkyne",

author = "Longobardi, {Lauren E.} and Johnstone, {Timothy C.} and Falconer, {Rosalyn L.} and Russell, {Christopher A.} and Stephan, {Douglas W.}",

year = "2016",

month = jul,

day = "5",

doi = "10.1002/chem.201602860",

language = "English",

volume = "22",

pages = "12665--12669",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley-VCH",

number = "36",

}

TY - JOUR

T1 - Hydroboration of Phosphaalkynes by HB(C6F5)2

AU - Longobardi, Lauren E.

AU - Johnstone, Timothy C.

AU - Falconer, Rosalyn L.

AU - Russell, Christopher A.

AU - Stephan, Douglas W.

PY - 2016/7/5

Y1 - 2016/7/5

N2 - The hydroboration of phosphaalkynes with Piers’ borane (HB(C6F5)2) generated unusual phosphaalkenylboranes [RCH=PB(C6F5)2]2that persisted as dimers in both solution and the solid state. These P2B2heterocycles 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.

AB - The hydroboration of phosphaalkynes with Piers’ borane (HB(C6F5)2) generated unusual phosphaalkenylboranes [RCH=PB(C6F5)2]2that persisted as dimers in both solution and the solid state. These P2B2heterocycles 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.

KW - heterocycles

KW - hydroboration

KW - phosphaalkene

KW - phosphaalkenylborane

KW - phosphaalkyne

UR - http://www.scopus.com/inward/record.url?scp=84983354685&partnerID=8YFLogxK

U2 - 10.1002/chem.201602860

DO - 10.1002/chem.201602860

M3 - Article

AN - SCOPUS:84983354685

SN - 0947-6539

VL - 22

SP - 12665

EP - 12669

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 36

ER -

Hydroboration of Phosphaalkynes by HB(C₆F₅)₂

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Keywords / Materials (for Non-textual outputs)

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