Preparation and compounds of (8-methoxynaphth-1-yl)diphenylphosphine

Fergus R. Knight, Amy L. Fuller, Alexandra M. Z. Slawin, J. Derek Woollins

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)
103 Downloads (Pure)


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.

Original languageEnglish
Pages (from-to)1849-1853
Number of pages5
Issue number7
Publication statusPublished - 10 May 2010


  • Ligand
  • Phosphorus
  • X-ray structure
  • Peri substitution
  • Coordination chemistry
  • Asymmetric catalysis
  • Hemilabile ligands
  • Metal-complexes
  • Systems
  • Bond


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