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Issue 16, 2010
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Coordination chemistry of cis,cis and trans,trans 1,1′-[1,2-phenylenebis(methylene)]bis(2,2,3,4,4-pentamethylphosphetane)

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Abstract

The cis,cis (5) and trans,trans (9) forms of the bidentate ligand 1,1′-[1,2-phenylenebis(methylene)]bis(2,2,3,4,4-pentamethylphosphetane) have been prepared from common precursors using two separate synthetic routes. The cis,cis isomer is attained selectively through the direct reaction of two mol equivalents of 2,2,3,4,4-pentamethylphosphetane with α,α′-dibromo-o-xylene in acetone. Protection of the 2,2,3,4,4-pentamethylphosphetane with BH3 and conversion to the lithium phosphido-borane prior to adding the α,α′-dihalo-o-xylene leads to the isolation of the trans,trans isomer of 1,1′-[1,2-phenylenebis(methylene)]bis(2,2,3,4,4-pentamethylphosphetane). Both isomers have been fully characterised by spectroscopic and, in the case of the all-cis isomer, single-crystal X-ray methods. The two isomers have been coordinated to Mo(0) to give complexes of the type cis-Mo(CO)4(L). The solid state structures of cis-Mo(CO)4(5), 10, and cis-Mo(CO)4(9), 12, have been determined by single-crystal X-ray methods and reveal significant differences between the two forms, most notably in the chelate bite angle which is 100.68(18)° in 10 compared to 88.12(2)° in 12. Ligand 5 has also been coordinated to Pd(II) and Pd(0) and the structure of the complex Pd(5)Cl2 (11) determined by single-crystal methods. The solid-state structure of Pd(5)Cl2 reveals a significant tetrahedral distortion from the normal square planar geometry.

Graphical abstract: Coordination chemistry of cis,cis and trans,trans 1,1′-[1,2-phenylenebis(methylene)]bis(2,2,3,4,4-pentamethylphosphetane)

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Publication details

The article was received on 27 Nov 2009, accepted on 19 Feb 2010 and first published on 11 Mar 2010


Article type: Paper
DOI: 10.1039/B924982F
Citation: Dalton Trans., 2010,39, 3842-3850
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    Coordination chemistry of cis,cis and trans,trans 1,1′-[1,2-phenylenebis(methylene)]bis(2,2,3,4,4-pentamethylphosphetane)

    D. Coleman, P. G. Edwards, B. M. Kariuki and P. D. Newman, Dalton Trans., 2010, 39, 3842
    DOI: 10.1039/B924982F

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