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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
Author(s) -
Tan Nianyuan,
Chen Yi,
Zhou Yongbo,
Au ChakTong,
Yin ShuangFeng
Publication year - 2013
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201300288
Subject(s) - hypervalent molecule , chemistry , trifluoromethanesulfonate , catalysis , chelation , methanol , medicinal chemistry , aldehyde , crystal structure , organic chemistry , reagent
Four air‐stable hypervalent organobismuth compounds with (C,O)‐ or (C,S)‐chelating ligands, namely, R 2 BiCl (R=2‐(MeECH 2 )C 6 H 4 ; E=O ( 3 ), S ( 4 )), [2‐(MeOCH 2 )C 6 H 4 ] 2 BiOTf ( 5 ), and [{2‐(MeSCH 2 )C 6 H 4 } 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‐(MeSCH 2 )C 6 H 4 ] 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.