1,4-Addition of a terminal phosphinidine complex to [5]metacyclophane

Maurice J. Van Eis; Corine M.D. Komen; Franciscus J.J. De Kanter; Willem H. De Wolf; Koop Lammertsma; Friedrich Bickelhaupt; Martin Lutz; Anthony L. Spek

doi:10.1002/(SICI)1521-3773(19980619)37:11<1547::AID-ANIE1547>3.0.CO;2-S

1,4-Addition of a terminal phosphinidine complex to [5]metacyclophane

Maurice J. Van Eis
, Corine M.D. Komen
, Franciscus J.J. De Kanter
, Willem H. De Wolf
, Koop Lammertsma
, Friedrich Bickelhaupt
, Martin Lutz
, Anthony L. Spek

Vrije Universiteit Amsterdam

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

30 Citations (Scopus)

Abstract

Three novel aspects emerge for the reaction of [5]metacyclophane (1) with the (intermediate) phenylphosphinidene complex 2 to give the 7-phosphanorbornadiene 3. It is the first 1,4-addition of a phosphinidene complex to an unsaturated system, the first addition of a phosphinidene complex to a benzene ring, and the first [4+1] cycloaddition to an aromatic compound.

Original language	English
Pages (from-to)	1547-1550
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	37
Issue number	11
DOIs	https://doi.org/10.1002/(SICI)1521-3773(19980619)37:11<1547::AID-ANIE1547>3.0.CO;2-S
Publication status	Published - 19 Jun 1998
Externally published	Yes

Keywords

Cycloadditions
Cyclophanes
Density functional calculations
Phosphinidene complexes
Phosphorus

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/(SICI)1521-3773(19980619)37:11<1547::AID-ANIE1547>3.0.CO;2-S

Cite this

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title = "1,4-Addition of a terminal phosphinidine complex to [5]metacyclophane",

abstract = "Three novel aspects emerge for the reaction of [5]metacyclophane (1) with the (intermediate) phenylphosphinidene complex 2 to give the 7-phosphanorbornadiene 3. It is the first 1,4-addition of a phosphinidene complex to an unsaturated system, the first addition of a phosphinidene complex to a benzene ring, and the first [4+1] cycloaddition to an aromatic compound.",

keywords = "Cycloadditions, Cyclophanes, Density functional calculations, Phosphinidene complexes, Phosphorus",

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year = "1998",

month = jun,

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doi = "10.1002/(SICI)1521-3773(19980619)37:11<1547::AID-ANIE1547>3.0.CO;2-S",

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publisher = "John Wiley and Sons Ltd",

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}

TY - JOUR

T1 - 1,4-Addition of a terminal phosphinidine complex to [5]metacyclophane

AU - Van Eis, Maurice J.

AU - Komen, Corine M.D.

AU - De Kanter, Franciscus J.J.

AU - De Wolf, Willem H.

AU - Lammertsma, Koop

AU - Bickelhaupt, Friedrich

AU - Lutz, Martin

AU - Spek, Anthony L.

PY - 1998/6/19

Y1 - 1998/6/19

N2 - Three novel aspects emerge for the reaction of [5]metacyclophane (1) with the (intermediate) phenylphosphinidene complex 2 to give the 7-phosphanorbornadiene 3. It is the first 1,4-addition of a phosphinidene complex to an unsaturated system, the first addition of a phosphinidene complex to a benzene ring, and the first [4+1] cycloaddition to an aromatic compound.

AB - Three novel aspects emerge for the reaction of [5]metacyclophane (1) with the (intermediate) phenylphosphinidene complex 2 to give the 7-phosphanorbornadiene 3. It is the first 1,4-addition of a phosphinidene complex to an unsaturated system, the first addition of a phosphinidene complex to a benzene ring, and the first [4+1] cycloaddition to an aromatic compound.

KW - Cycloadditions

KW - Cyclophanes

KW - Density functional calculations

KW - Phosphinidene complexes

KW - Phosphorus

UR - https://www.scopus.com/pages/publications/0032546764

U2 - 10.1002/(SICI)1521-3773(19980619)37:11<1547::AID-ANIE1547>3.0.CO;2-S

DO - 10.1002/(SICI)1521-3773(19980619)37:11<1547::AID-ANIE1547>3.0.CO;2-S

M3 - Article

AN - SCOPUS:0032546764

SN - 1433-7851

VL - 37

SP - 1547

EP - 1550

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 11

ER -

1,4-Addition of a terminal phosphinidine complex to [5]metacyclophane

Abstract

Keywords

ASJC Scopus subject areas

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