Bisxantphos: Stereoselective synthesis and coordination behaviour of a new class of cyclic double bridged diphosphines

Rene den Heeten; Erik Zuidema; Martin Lutz; Anthony L. Spek; Piet W. N. M. van Leeuwen; Paul C. J. Kamer

doi:10.1016/j.jorganchem.2011.06.019

Bisxantphos: Stereoselective synthesis and coordination behaviour of a new class of cyclic double bridged diphosphines

Rene den Heeten, Erik Zuidema, Martin Lutz, Anthony L. Spek, Piet W. N. M. van Leeuwen, Paul C. J. Kamer^*

^*Corresponding author for this work

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

4 Citations (Scopus)

Abstract

A new class of cyclic double bridged diphosphine ligands was developed and the coordination properties are described. The reaction of 4,5-dilithioxanthene with dichlorophenylphosphine gave a cyclic double bridged diphosphine ligand based on two xanthene backbones (4) as a single stereoisomer. X-ray crystal structure determination revealed that the groups bridging the two phosphorus atoms are arranged in a syn-disposition. This new cyclic bisxantphos structure was modified with bulky residues at the third substituent of the phosphorus atoms, thus forming cavity-shaped ligands. (C) 2011 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	3113-3120
Number of pages	8
Journal	Journal of Organometallic Chemistry
Volume	696
Issue number	19
DOIs	https://doi.org/10.1016/j.jorganchem.2011.06.019
Publication status	Published - 15 Sept 2011

Keywords

LINEAR ALDEHYDES
Bis-Xantphos
PALLADIUM
LIGANDS
X-RAY
Cyclic diphosphine
Bite angle
Metallo-cavitands
Ligand design
INTERNAL OLEFINS
XANTPHOS
RHODIUM-CATALYZED HYDROFORMYLATION
TRANSITION-METAL-COMPLEXES
HEMISPHERICAL CHELATORS
LARGE BITE ANGLES

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10.1016/j.jorganchem.2011.06.019

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@article{45277b79bdde4de388f7325828e11744,

title = "Bisxantphos: Stereoselective synthesis and coordination behaviour of a new class of cyclic double bridged diphosphines",

abstract = "A new class of cyclic double bridged diphosphine ligands was developed and the coordination properties are described. The reaction of 4,5-dilithioxanthene with dichlorophenylphosphine gave a cyclic double bridged diphosphine ligand based on two xanthene backbones (4) as a single stereoisomer. X-ray crystal structure determination revealed that the groups bridging the two phosphorus atoms are arranged in a syn-disposition. This new cyclic bisxantphos structure was modified with bulky residues at the third substituent of the phosphorus atoms, thus forming cavity-shaped ligands. (C) 2011 Elsevier B.V. All rights reserved.",

keywords = "LINEAR ALDEHYDES, Bis-Xantphos, PALLADIUM, LIGANDS, X-RAY, Cyclic diphosphine, Bite angle, Metallo-cavitands, Ligand design, INTERNAL OLEFINS, XANTPHOS, RHODIUM-CATALYZED HYDROFORMYLATION, TRANSITION-METAL-COMPLEXES, HEMISPHERICAL CHELATORS, LARGE BITE ANGLES",

author = "{den Heeten}, Rene and Erik Zuidema and Martin Lutz and Spek, {Anthony L.} and {van Leeuwen}, {Piet W. N. M.} and Kamer, {Paul C. J.}",

year = "2011",

month = sep,

day = "15",

doi = "10.1016/j.jorganchem.2011.06.019",

language = "English",

volume = "696",

pages = "3113--3120",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "19",

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TY - JOUR

T1 - Bisxantphos: Stereoselective synthesis and coordination behaviour of a new class of cyclic double bridged diphosphines

AU - den Heeten, Rene

AU - Zuidema, Erik

AU - Lutz, Martin

AU - Spek, Anthony L.

AU - van Leeuwen, Piet W. N. M.

AU - Kamer, Paul C. J.

PY - 2011/9/15

Y1 - 2011/9/15

N2 - A new class of cyclic double bridged diphosphine ligands was developed and the coordination properties are described. The reaction of 4,5-dilithioxanthene with dichlorophenylphosphine gave a cyclic double bridged diphosphine ligand based on two xanthene backbones (4) as a single stereoisomer. X-ray crystal structure determination revealed that the groups bridging the two phosphorus atoms are arranged in a syn-disposition. This new cyclic bisxantphos structure was modified with bulky residues at the third substituent of the phosphorus atoms, thus forming cavity-shaped ligands. (C) 2011 Elsevier B.V. All rights reserved.

AB - A new class of cyclic double bridged diphosphine ligands was developed and the coordination properties are described. The reaction of 4,5-dilithioxanthene with dichlorophenylphosphine gave a cyclic double bridged diphosphine ligand based on two xanthene backbones (4) as a single stereoisomer. X-ray crystal structure determination revealed that the groups bridging the two phosphorus atoms are arranged in a syn-disposition. This new cyclic bisxantphos structure was modified with bulky residues at the third substituent of the phosphorus atoms, thus forming cavity-shaped ligands. (C) 2011 Elsevier B.V. All rights reserved.

KW - LINEAR ALDEHYDES

KW - Bis-Xantphos

KW - PALLADIUM

KW - LIGANDS

KW - X-RAY

KW - Cyclic diphosphine

KW - Bite angle

KW - Metallo-cavitands

KW - Ligand design

KW - INTERNAL OLEFINS

KW - XANTPHOS

KW - RHODIUM-CATALYZED HYDROFORMYLATION

KW - TRANSITION-METAL-COMPLEXES

KW - HEMISPHERICAL CHELATORS

KW - LARGE BITE ANGLES

U2 - 10.1016/j.jorganchem.2011.06.019

DO - 10.1016/j.jorganchem.2011.06.019

M3 - Article

SN - 0022-328X

VL - 696

SP - 3113

EP - 3120

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 19

ER -

Bisxantphos: Stereoselective synthesis and coordination behaviour of a new class of cyclic double bridged diphosphines

Abstract

Keywords

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