Phosphinidene addition to conjugated allenes

Federica Bertini; Jan B.M. Wit; Murat Ünal; Franciscus J.J. De Kanter; Marius Schakel; J. Chris Slootweg; Andreas W. Ehlers; Tom Nijbacker; Corine M.D. Komen; Martin Lutz; Anthony L. Spek; Koop Lammertsma

doi:10.1002/adsc.200900005

Phosphinidene addition to conjugated allenes

Federica Bertini, Jan B.M. Wit, Murat Ünal, Franciscus J.J. De Kanter, Marius Schakel, J. Chris Slootweg, Andreas W. Ehlers, Tom Nijbacker, Corine M.D. Komen, Martin Lutz, Anthony L. Spek, Koop Lammertsma

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

5 Citations (Scopus)

Abstract

Generating the transient electrophilic tungsten pentacarbonyl- phenylphosphinidene complex PhP=W(CO)₅ in the presence of 2,7-dimethyloc-ta-2,3,5,6-tetraene leads to the formation of a 3,4-di-substituted phosphole or a complexed phospholene, depending on the reaction conditions. The formation of the phospholene results from the reaction of PhP=W(CO)₅ with the diallene, while the formation of the phosphole arises from reaction with 3,4-diiso-propylidene-cyclobutene, which is formed in situ from the isomerization of the conjugated allene.

Original language	English
Pages (from-to)	1132-1138
Number of pages	7
Journal	Advanced Synthesis and Catalysis
Volume	351
Issue number	7-8
DOIs	https://doi.org/10.1002/adsc.200900005
Publication status	Published - May 2009
Externally published	Yes

Keywords

Cycloaddition
Diallenes
Phosphinidenes
Reaction mechanisms
Rearrangement

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200900005

Cite this

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title = "Phosphinidene addition to conjugated allenes",

abstract = "Generating the transient electrophilic tungsten pentacarbonyl- phenylphosphinidene complex PhP=W(CO)5 in the presence of 2,7-dimethyloc-ta-2,3,5,6-tetraene leads to the formation of a 3,4-di-substituted phosphole or a complexed phospholene, depending on the reaction conditions. The formation of the phospholene results from the reaction of PhP=W(CO)5 with the diallene, while the formation of the phosphole arises from reaction with 3,4-diiso-propylidene-cyclobutene, which is formed in situ from the isomerization of the conjugated allene.",

keywords = "Cycloaddition, Diallenes, Phosphinidenes, Reaction mechanisms, Rearrangement",

author = "Federica Bertini and Wit, {Jan B.M.} and Murat {\"U}nal and {De Kanter}, {Franciscus J.J.} and Marius Schakel and Slootweg, {J. Chris} and Ehlers, {Andreas W.} and Tom Nijbacker and Komen, {Corine M.D.} and Martin Lutz and Spek, {Anthony L.} and Koop Lammertsma",

year = "2009",

month = may,

doi = "10.1002/adsc.200900005",

language = "English",

volume = "351",

pages = "1132--1138",

journal = "Advanced Synthesis and Catalysis",

issn = "1615-4150",

publisher = "Wiley-VCH Verlag",

number = "7-8",

}

TY - JOUR

T1 - Phosphinidene addition to conjugated allenes

AU - Bertini, Federica

AU - Wit, Jan B.M.

AU - Ünal, Murat

AU - De Kanter, Franciscus J.J.

AU - Schakel, Marius

AU - Slootweg, J. Chris

AU - Ehlers, Andreas W.

AU - Nijbacker, Tom

AU - Komen, Corine M.D.

AU - Lutz, Martin

AU - Spek, Anthony L.

AU - Lammertsma, Koop

PY - 2009/5

Y1 - 2009/5

N2 - Generating the transient electrophilic tungsten pentacarbonyl- phenylphosphinidene complex PhP=W(CO)5 in the presence of 2,7-dimethyloc-ta-2,3,5,6-tetraene leads to the formation of a 3,4-di-substituted phosphole or a complexed phospholene, depending on the reaction conditions. The formation of the phospholene results from the reaction of PhP=W(CO)5 with the diallene, while the formation of the phosphole arises from reaction with 3,4-diiso-propylidene-cyclobutene, which is formed in situ from the isomerization of the conjugated allene.

AB - Generating the transient electrophilic tungsten pentacarbonyl- phenylphosphinidene complex PhP=W(CO)5 in the presence of 2,7-dimethyloc-ta-2,3,5,6-tetraene leads to the formation of a 3,4-di-substituted phosphole or a complexed phospholene, depending on the reaction conditions. The formation of the phospholene results from the reaction of PhP=W(CO)5 with the diallene, while the formation of the phosphole arises from reaction with 3,4-diiso-propylidene-cyclobutene, which is formed in situ from the isomerization of the conjugated allene.

KW - Cycloaddition

KW - Diallenes

KW - Phosphinidenes

KW - Reaction mechanisms

KW - Rearrangement

UR - http://www.scopus.com/inward/record.url?scp=66149150914&partnerID=8YFLogxK

U2 - 10.1002/adsc.200900005

DO - 10.1002/adsc.200900005

M3 - Article

AN - SCOPUS:66149150914

SN - 1615-4150

VL - 351

SP - 1132

EP - 1138

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 7-8

ER -

Phosphinidene addition to conjugated allenes

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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