Synthesis of unprotected and borane-protected cyclic phosphines using Ru- and Mo-based olefin metathesis catalysts

C A  Slinn; A J  Redgrave; S L  Hind; C  Edlin; Steven Patrick Nolan; V  Gouverneur

doi:10.1039/b306940k

Synthesis of unprotected and borane-protected cyclic phosphines using Ru- and Mo-based olefin metathesis catalysts

C A Slinn, A J Redgrave, S L Hind, C Edlin, Steven Patrick Nolan, V Gouverneur

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

Abstract

Ru- and Mo-based catalysts can be used in ring closing metathesis (RCM) reactions to synthesise cyclic phosphines protected as their borane complexes. The compatibility of the Schrock Mo-catalyst and the N-heterocyclic carbene Ru- catalysts with this class of substrates is particularly noteworthy as asymmetric RCM (ARCM) is now emerging as a new tool for the preparation of homochiral phosphines. One of the key results is that the Mo-catalyst allows the ring closure of the unprotected diallylphenylphosphine with 95% conversion.

Original language	English
Pages (from-to)	3820-3825
Number of pages	6
Journal	Organic & Biomolecular Chemistry
Volume	1
Issue number	21
DOIs	https://doi.org/10.1039/b306940k
Publication status	Published - 2003

Keywords

RING-CLOSING METATHESIS
ENANTIOSELECTIVE HYDROGENATION REACTIONS
C2-SYMMETRICAL BIS(PHOSPHOLANES)
IMIDAZOLIN-2-YLIDENE LIGANDS
ACYCLIC OLEFINS
COMPLEXES
RUCL2(=CHR)(PR(3))(2)
MOLYBDENUM
CARBENES
TUNGSTEN

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title = "Synthesis of unprotected and borane-protected cyclic phosphines using Ru- and Mo-based olefin metathesis catalysts",

abstract = "Ru- and Mo-based catalysts can be used in ring closing metathesis (RCM) reactions to synthesise cyclic phosphines protected as their borane complexes. The compatibility of the Schrock Mo-catalyst and the N-heterocyclic carbene Ru- catalysts with this class of substrates is particularly noteworthy as asymmetric RCM (ARCM) is now emerging as a new tool for the preparation of homochiral phosphines. One of the key results is that the Mo-catalyst allows the ring closure of the unprotected diallylphenylphosphine with 95% conversion.",

keywords = "RING-CLOSING METATHESIS, ENANTIOSELECTIVE HYDROGENATION REACTIONS, C2-SYMMETRICAL BIS(PHOSPHOLANES), IMIDAZOLIN-2-YLIDENE LIGANDS, ACYCLIC OLEFINS, COMPLEXES, RUCL2(=CHR)(PR(3))(2), MOLYBDENUM, CARBENES, TUNGSTEN",

author = "Slinn, {C A} and Redgrave, {A J} and Hind, {S L} and C Edlin and Nolan, {Steven Patrick} and V Gouverneur",

year = "2003",

doi = "10.1039/b306940k",

language = "English",

volume = "1",

pages = "3820--3825",

journal = "Organic & Biomolecular Chemistry",

issn = "1477-0539",

publisher = "Royal Society of Chemistry",

number = "21",

}

TY - JOUR

T1 - Synthesis of unprotected and borane-protected cyclic phosphines using Ru- and Mo-based olefin metathesis catalysts

AU - Slinn, C A

AU - Redgrave, A J

AU - Hind, S L

AU - Edlin, C

AU - Nolan, Steven Patrick

AU - Gouverneur, V

PY - 2003

Y1 - 2003

N2 - Ru- and Mo-based catalysts can be used in ring closing metathesis (RCM) reactions to synthesise cyclic phosphines protected as their borane complexes. The compatibility of the Schrock Mo-catalyst and the N-heterocyclic carbene Ru- catalysts with this class of substrates is particularly noteworthy as asymmetric RCM (ARCM) is now emerging as a new tool for the preparation of homochiral phosphines. One of the key results is that the Mo-catalyst allows the ring closure of the unprotected diallylphenylphosphine with 95% conversion.

AB - Ru- and Mo-based catalysts can be used in ring closing metathesis (RCM) reactions to synthesise cyclic phosphines protected as their borane complexes. The compatibility of the Schrock Mo-catalyst and the N-heterocyclic carbene Ru- catalysts with this class of substrates is particularly noteworthy as asymmetric RCM (ARCM) is now emerging as a new tool for the preparation of homochiral phosphines. One of the key results is that the Mo-catalyst allows the ring closure of the unprotected diallylphenylphosphine with 95% conversion.

KW - RING-CLOSING METATHESIS

KW - ENANTIOSELECTIVE HYDROGENATION REACTIONS

KW - C2-SYMMETRICAL BIS(PHOSPHOLANES)

KW - IMIDAZOLIN-2-YLIDENE LIGANDS

KW - ACYCLIC OLEFINS

KW - COMPLEXES

KW - RUCL2(=CHR)(PR(3))(2)

KW - MOLYBDENUM

KW - CARBENES

KW - TUNGSTEN

U2 - 10.1039/b306940k

DO - 10.1039/b306940k

M3 - Article

SN - 1477-0539

VL - 1

SP - 3820

EP - 3825

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

IS - 21

ER -

Synthesis of unprotected and borane-protected cyclic phosphines using Ru- and Mo-based olefin metathesis catalysts

Abstract

Keywords

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