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Issue 3, 2017
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Multidentate 2-pyridyl-phosphine ligands – towards ligand tuning and chirality

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Abstract

In the current work a range of multidentate pyridyl-phosphine ligands are synthesised with tuneable electronic and steric character, through the incorporation of a variety of alcohols into (amino)pyridyl-phosphine frameworks. The stoichiometric reactions of compounds of the type (R2N)xP(2-py)3−x (2-py = 2-pyridyl) with alkyl as well as aryl alcohols result in the formation of (alkoxy)pyridyl-phosphines (RO)xP(2-py)3−x (R = Me, 2-Bu, Ph). This synthetic procedure also allows the introduction of enantiomerically pure alcohols, like (R)-(−)-2-BuOH and (S)-(+)-2-BuOH, and as such provides a very convenient two-step route to chiral multidentate pyridyl-phosphine ligand sets. Using the bis-amino-phosphine (Et2N)2P(2-py), the stepwise introduction of alcohols enables the synthesis of racemic alkoxy-amino-phosphines (R2N)(RO)P(2-py), as well as alkoxy-phosphines (RO)2P(2-py) and therefore offers easy access to a library of different pyridyl-phosphine ligands. Coordination studies of the (amino)pyridyl-phosphines and (alkoxy)pyridyl-phosphines with copper(I) reveal that ligands with two N donor atoms form dimeric arrangements, while (PhO)2P(2-py), in-corporating only one N donor atom, shows completely different coordination behaviour.

Graphical abstract: Multidentate 2-pyridyl-phosphine ligands – towards ligand tuning and chirality

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Supplementary files

Article information


Submitted
18 Nov 2016
Accepted
07 Dec 2016
First published
07 Dec 2016

Dalton Trans., 2017,46, 814-824
Article type
Paper

Multidentate 2-pyridyl-phosphine ligands – towards ligand tuning and chirality

S. Hanf, R. García-Rodríguez, S. Feldmann, A. D. Bond, E. Hey-Hawkins and D. S. Wright, Dalton Trans., 2017, 46, 814
DOI: 10.1039/C6DT04390A

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