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Keywords:

  • aldehydes;
  • allylation;
  • bismuth;
  • chelates;
  • hypervalent compounds

Abstract

Four air-stable hypervalent organobismuth compounds with (C,O)- or (C,S)-chelating ligands, namely, R2BiCl (R=2-(MeECH2)C6H4; E=O (3), S (4)), [2-(MeOCH2)C6H4]2BiOTf (5), and [{2-(MeSCH2)C6H4}2Bi][OTf] (6; OTf=triflate) were successfully synthesized. The structures of compounds 36 were determined by single-crystal X-ray diffraction. Compound 6 comprises the [2-(MeSCH2)C6H4]2Bi+ 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.