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Synthesis and Structure of Organobismuth Chlorides and Triflates Containing (C,E)-Chelating Ligands (E=O, S) and Their Catalytic Application in the Allylation of Aldehydes With Tetraallyltin

Synthesis and Structure of Organobismuth Chlorides and Triflates Containing (C,E)-Chelating Ligands (E=O, S) and Their Catalytic Application in the Allylation of Aldehydes With Tetraallyltin

Nianyuan Tan, Yi Chen, Yongbo Zhou, Chak-Tong Au, Shuang-Feng Yin

Chempluschem. 2013 Nov;78(11):1363-1369.

PMID: 31986647

Abstract:

Four air-stable hypervalent organobismuth compounds with (C,O)- or (C,S)-chelating ligands, namely, R2 BiCl (R=2-(MeECH2 )C6 H4 ; E=O (3), S (4)), [2-(MeOCH2 )C6 H4 ]2 BiOTf (5), and [{2-(MeSCH2 )C6 H4 }2 Bi][OTf] (6; OTf=triflate) were successfully synthesized. The structures of compounds 3-6 were determined by single-crystal X-ray diffraction. Compound 6 comprises the [2-(MeSCH2 )C6 H4 ]2 Bi+ cation and the OTf- anion. Compounds 5 exhibited good catalytic efficiency and reusability for the allylation reaction of different aldehydes with tetraallyltin in methanol to give the corresponding homoallylic alcohols in excellent yields.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP7393433	Tetraallyltin		7393-43-3	Price

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