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Issue 42, 2008
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Preparation and properties of sterically demanding and chiral distibine ligands

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Abstract

A series of new rigid distibines, 1,8-bis(R2Sb)naphthalene (R = Me: (1); R = Ph: (2)), and chiral distibines, 2,2′-bis(R2Sb)-1,1′-binaphthyl (R = Me: (3); R = Ph: (4) obtained as racemic mixtures) and the discrete enantiomers of 4,5-bis((R2Sb)methyl)-2,2-dimethyl-1,3-D/L-dioxolane (R = Me: (5) (L), (7) (D); R = Ph: (6) (L), (8) (D)) have been obtained in high yields, using either electrophilic halostibine reagents with di-lithium reagents ((1)–(4)) or nucleophilic stibide reagents with dibromo-derivatives ((5)–(8)). The distorted octahedral complexes [Mo(CO)4(L)], L = (1)–(8), planar [PtCl2(L)], L = (1), (2), (3), (5), and neutral, five-coordinate [RhCl(cod)(L)], L = (2), (4), (6), are reported and trends in the spectroscopic data are discussed in terms of the ligand donor properties. Crystal structures of (3) and [Mo(CO)4(3)] reveal significant structural changes occur upon coordination, and these are also reflected in the solution NMR spectroscopic parameters. Changes in the C–Sb–C angles and C–Sb bond distances upon coordination of (3) are discussed in term of increased s/p orbital mixing. Air oxidation of (1) forms a very unusual stibine oxide, the structure of which shows a distorted Sb4O4 cubane core (bridging O atoms) with two orthogonal naphthalene units.

Graphical abstract: Preparation and properties of sterically demanding and chiral distibine ligands

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Supplementary files

Article information


Submitted
20 May 2008
Accepted
08 Jul 2008
First published
11 Sep 2008

Dalton Trans., 2008, 5774-5782
Article type
Paper

Preparation and properties of sterically demanding and chiral distibine ligands

M. Jura, W. Levason, G. Reid and M. Webster, Dalton Trans., 2008, 5774
DOI: 10.1039/B808493A

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