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Title: Preparation and compounds of (8-methoxynaphth-1-yl)diphenylphosphine
Authors: Knight, Fergus R.
Fuller, Amy L.
Slawin, Alexandra M. Z.
Woollins, J. Derek
Keywords: Ligand
X-ray structure
Peri substitution
Coordination chemistry
Asymmetric catalysis
Hemilabile ligands
QD Chemistry
Issue Date: 10-May-2010
Citation: Knight , F R , Fuller , A L , Slawin , A M Z & Woollins , J D 2010 , ' Preparation and compounds of (8-methoxynaphth-1-yl)diphenylphosphine ' Polyhedron , vol 29 , no. 7 , pp. 1849-1853 . , 10.1016/j.poly.2010.02.033
Abstract: Reaction of 8-methoxy-1-naphthyllithium (2) with one equivalent of chlorodiphenylphosphine gives the novel (8-methoxynaphth-1-yl)diphenylphosphine (3) which was oxidised to the corresponding sulfide (4) and selenide (5) by reaction with sulfur and selenium, respectively. The P center dot center dot center dot O peri distance is significantly increased in 4 and 5 at 2.819(3)[2.793(3)] and 2.827(3) [2.806(3)] angstrom [values in square brackets are for the second independent molecules in each case] relative to the value in 3 of 2.678(2) angstrom. There are short E center dot center dot center dot O interactions ie O(1)center dot center dot center dot S(1) 3.165(3) [3.124(3)], 0(1)center dot center dot center dot Se(1) 3.247(3) [3.200(2)] angstrom and these may be repulsive and responsible for the increased P center dot center dot center dot O separation. The use of the naphthalene backbone in the synthesis of a potential hemilabile ligand is demonstrated by the synthesis and X-ray structure of (8-methoxynaphth-1-yl)diethoxyphosphine ruthenium p-cymene dichloride (6). (C) 2010 Elsevier Ltd. All rights reserved.
Version: Postprint
Status: Peer reviewed
ISSN: 0277-5387
Type: Journal article
Rights: This is the author's version of an article published in Polyhedron. The published version (c) Elsevier is available from
Appears in Collections:University of St Andrews Research
Chemistry Research

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