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

被引：11

作者：

Tan, Nianyuan ^{[1
,2
]}

Chen, Yi ^{[1
,3
]}

Zhou, Yongbo ^{[1
]}

Au, Chak-Tong ^{[1
,4
]}

Yin, Shuang-Feng ^{[1
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemobiosensing & Chemometr, Changsha 410082, Hunan, Peoples R China

[2] Hunan Inst Engn, Coll Chem & Chem Engn, Xiangtan 411104, Peoples R China

[3] Hunan Univ Chinese Med, Sch Basic Med, Changsha 410208, Hunan, Peoples R China

[4] Hong Kong Baptist Univ, Dept Chem, Kowloon, Hong Kong, Peoples R China

来源：

CHEMPLUSCHEM | 2013年 / 78卷 / 11期

关键词：

aldehydes; allylation; bismuth; chelates; hypervalent compounds; HIGHLY EFFICIENT; PINCER COMPLEX; ORGANOANTIMONY; COORDINATION; REACTIVITY; DIHALIDES; SURFACES; ACIDITY; SULFUR;

D O I：

10.1002/cplu.201300288

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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](2)BiOTf (5), and [{2-(MeSCH2)C6H4}(2)Bi][OTf] (6; OTf=triflate) were successfully synthesized. The structures of compounds3-6 were determined by single-crystal X-ray diffraction. Compound6 comprises the [2-(MeSCH2)C6H4](2)Bi+ cation and the OTf- anion. Compounds5 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.

引用

页码：1363 / 1369

页数：7

共 49 条

[1]

Akiba KY, 1999, CHEMISTRY OF HYPERVALENT COMPOUNDS, P1

[2]

[Anonymous], 2001, DIAMOND VISUAL CRYST

[3]

[Anonymous], 2010, ANGEW CHEM, V122, P5673

[4] Isomers of a dibismuthane, R2Bi-BiR2 [R=2,6-(Me2NCH2)2C6H3], and unusual reactions with oxygen:: Formation of [R2Bi]2(O2) and R′R"Bi [R′=2-(Me2NCH2)-6-{Me2N(O)CH2}C6H3;: R"=2-(Me2NCH2)-6-{O(O)C}C6H3] [J].