Synthesis and structures of hypervalent organoantimony and organobismuth chlorides containing asymmetric C,E,C-chelating (E = O, S) ligands?

Dalton Transactions Pub Date: 2013-04-09 DOI: 10.1039/C3DT50922B

Abstract

Two asymmetric tridentate C,E,C-chelating ligand precursors, 1-Br-2-[(2′-BrC6H4CH2E)CH2]C10H6 (E = O (1), E = S (2), were prepared in good yield. Lithiation of the two precursors was achieved by a reaction with n-BuLi, and was followed by treatment with SbCl3 or BiCl3 in a 1?:?1 molar ratio to give four air-stable hypervalent organoantimony and organobismuth chlorides with an asymmetric C,E,C-chelating ligand (E = O, S), i.e. (C6H4CH2OCH2C10H6)SbCl (3), (C6H4CH2SCH2C10H6)SbCl (4), (C6H4CH2OCH2C10H6)BiCl (5) and (C6H4CH2SCH2C10H6)BiCl (6). These compounds were characterized by NMR spectroscopy, elemental analysis and melting point determination. X-ray structure analysis of compounds 3–6 revealed that the donor atoms (O, S) are strongly coordinated to the metal atoms (Sb, Bi). Compounds 3–6 exhibit chirality and crystallize as racemic mixtures.

Graphical abstract: Synthesis and structures of hypervalent organoantimony and organobismuth chlorides containing asymmetric C,E,C-chelating (E = O, S) ligands
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