2-Phospha-4-silabicyclo[1.1.0]butane as a reactive intermediate

J. Chris Slootweg; Frans J.J. De Kanter; Marius Schakel; Andreas W. Ehlers; Barbara Gehrhus; Martin Lutz; Allison M. Mills; Anthony L. Spek; Koop Lammertsma

doi:10.1002/anie.200454183

2-Phospha-4-silabicyclo[1.1.0]butane as a reactive intermediate

J. Chris Slootweg, Frans J.J. De Kanter, Marius Schakel, Andreas W. Ehlers, Barbara Gehrhus, Martin Lutz, Allison M. Mills, Anthony L. Spek, Koop Lammertsma

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

18 Citations (Scopus)

Abstract

Thermally stable silylene Si{1,2(NCH₂tBu)₂C ₆H₄} reacts with 1H-phosphirenes to give the first isolated 2,3-dihydro-1,3-phosphasiletes, a unique type of zwitterion, and 1,2-dihydro-1,2-phosphasiletes. The novel 2-phospha-4-silabicyclo[1.1.0]butane (see picture) is a reactive intermediate in the reaction, whose course can be tuned by changing the substituents.

Original language	English
Pages (from-to)	3474-3477
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	43
Issue number	26
DOIs	https://doi.org/10.1002/anie.200454183
Publication status	Published - 28 Jun 2004
Externally published	Yes

Keywords

Phosphorus heterocycles
Reaction mechanisms
Reactive intermediates
Substituent effects
Valence isomerization

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.200454183

Cite this

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title = "2-Phospha-4-silabicyclo[1.1.0]butane as a reactive intermediate",

abstract = "Thermally stable silylene Si\{1,2(NCH2tBu)2C 6H4\} reacts with 1H-phosphirenes to give the first isolated 2,3-dihydro-1,3-phosphasiletes, a unique type of zwitterion, and 1,2-dihydro-1,2-phosphasiletes. The novel 2-phospha-4-silabicyclo[1.1.0]butane (see picture) is a reactive intermediate in the reaction, whose course can be tuned by changing the substituents.",

keywords = "Phosphorus heterocycles, Reaction mechanisms, Reactive intermediates, Substituent effects, Valence isomerization",

author = "Slootweg, \{J. Chris\} and \{De Kanter\}, \{Frans J.J.\} and Marius Schakel and Ehlers, \{Andreas W.\} and Barbara Gehrhus and Martin Lutz and Mills, \{Allison M.\} and Spek, \{Anthony L.\} and Koop Lammertsma",

year = "2004",

month = jun,

day = "28",

doi = "10.1002/anie.200454183",

language = "English",

volume = "43",

pages = "3474--3477",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "26",

}

TY - JOUR

T1 - 2-Phospha-4-silabicyclo[1.1.0]butane as a reactive intermediate

AU - Slootweg, J. Chris

AU - De Kanter, Frans J.J.

AU - Schakel, Marius

AU - Ehlers, Andreas W.

AU - Gehrhus, Barbara

AU - Lutz, Martin

AU - Mills, Allison M.

AU - Spek, Anthony L.

AU - Lammertsma, Koop

PY - 2004/6/28

Y1 - 2004/6/28

N2 - Thermally stable silylene Si{1,2(NCH2tBu)2C 6H4} reacts with 1H-phosphirenes to give the first isolated 2,3-dihydro-1,3-phosphasiletes, a unique type of zwitterion, and 1,2-dihydro-1,2-phosphasiletes. The novel 2-phospha-4-silabicyclo[1.1.0]butane (see picture) is a reactive intermediate in the reaction, whose course can be tuned by changing the substituents.

AB - Thermally stable silylene Si{1,2(NCH2tBu)2C 6H4} reacts with 1H-phosphirenes to give the first isolated 2,3-dihydro-1,3-phosphasiletes, a unique type of zwitterion, and 1,2-dihydro-1,2-phosphasiletes. The novel 2-phospha-4-silabicyclo[1.1.0]butane (see picture) is a reactive intermediate in the reaction, whose course can be tuned by changing the substituents.

KW - Phosphorus heterocycles

KW - Reaction mechanisms

KW - Reactive intermediates

KW - Substituent effects

KW - Valence isomerization

UR - https://www.scopus.com/pages/publications/4544286645

U2 - 10.1002/anie.200454183

DO - 10.1002/anie.200454183

M3 - Article

AN - SCOPUS:4544286645

SN - 1433-7851

VL - 43

SP - 3474

EP - 3477

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 26

ER -

2-Phospha-4-silabicyclo[1.1.0]butane as a reactive intermediate

Abstract

Keywords

ASJC Scopus subject areas

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