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Dalton Trans. 2013 Jul 14;42(26):9476-81. doi: 10.1039/c3dt50922b. Epub 2013 May 10.

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

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  • 1State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, PR China.


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: 1molar 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.

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