Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation

Roman Dobrovetsky; Katsuhiko Takeuchi; Douglas W. Stephan

doi:10.1039/c4cc09526j

Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation

Roman Dobrovetsky, Katsuhiko Takeuchi, Douglas W. Stephan

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

Abstract

The stoichiometric reaction of trityl cation with two equivalents of Ph₂PH affords the phosphine stabilized phosphenium salt [Ph₂(H)PPPh₂][B(C₆F₅)₄] via hydride abstraction, while catalytic amounts of B(p-HC₆F₄)₃ effects catalytic phosphine dehydrocoupling with the liberation of H₂. This reaction is accelerated by the presence of olefin or imine, effecting concurrent hydrogenation.

Original language	English
Pages (from-to)	2396-2398
Number of pages	3
Journal	Chemical Communications
Volume	51
Issue number	12
DOIs	https://doi.org/10.1039/c4cc09526j
State	Published - 11 Feb 2015
Externally published	Yes

All Science Journal Classification (ASJC) codes

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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10.1039/c4cc09526j

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title = "Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation",

abstract = "The stoichiometric reaction of trityl cation with two equivalents of Ph2PH affords the phosphine stabilized phosphenium salt [Ph2(H)PPPh2][B(C6F5)4] via hydride abstraction, while catalytic amounts of B(p-HC6F4)3 effects catalytic phosphine dehydrocoupling with the liberation of H2. This reaction is accelerated by the presence of olefin or imine, effecting concurrent hydrogenation.",

author = "Roman Dobrovetsky and Katsuhiko Takeuchi and Stephan, {Douglas W.}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2015.",

year = "2015",

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doi = "10.1039/c4cc09526j",

language = "الإنجليزيّة",

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T1 - Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation

AU - Dobrovetsky, Roman

AU - Takeuchi, Katsuhiko

AU - Stephan, Douglas W.

N1 - Publisher Copyright: © The Royal Society of Chemistry 2015.

PY - 2015/2/11

Y1 - 2015/2/11

N2 - The stoichiometric reaction of trityl cation with two equivalents of Ph2PH affords the phosphine stabilized phosphenium salt [Ph2(H)PPPh2][B(C6F5)4] via hydride abstraction, while catalytic amounts of B(p-HC6F4)3 effects catalytic phosphine dehydrocoupling with the liberation of H2. This reaction is accelerated by the presence of olefin or imine, effecting concurrent hydrogenation.

AB - The stoichiometric reaction of trityl cation with two equivalents of Ph2PH affords the phosphine stabilized phosphenium salt [Ph2(H)PPPh2][B(C6F5)4] via hydride abstraction, while catalytic amounts of B(p-HC6F4)3 effects catalytic phosphine dehydrocoupling with the liberation of H2. This reaction is accelerated by the presence of olefin or imine, effecting concurrent hydrogenation.

UR - http://www.scopus.com/inward/record.url?scp=84921831858&partnerID=8YFLogxK

U2 - 10.1039/c4cc09526j

DO - 10.1039/c4cc09526j

M3 - مقالة

SN - 1359-7345

VL - 51

SP - 2396

EP - 2398

JO - Chemical Communications

JF - Chemical Communications

IS - 12

ER -

Metal-free Lewis acid mediated dehydrocoupling of phosphines and concurrent hydrogenation

Abstract

All Science Journal Classification (ASJC) codes

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