A Well-Defined Aluminum-Based Lewis Acid as an Effective Catalyst for Diels-Alder Transformations

被引：14

作者：

Liu, Zhizhou ^{[1
]}

Lee, Jazreen Hui Qi ^{[1
]}

Ganguly, Rakesh ^{[1
]}

Vidovic, Dragoslav ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Dept Chem & Biol Chem, Singapore 637371, Singapore

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 32期

关键词：

aluminum; homogeneous catalysis; Diels-Alder reaction; Lewis acids; triflate; TRIHALIDE-TETRAHYDROFURAN COMPLEXES; MICHAEL ADDITION-REACTIONS; TRIFLIC ACID; SILYLIUM ION; TRIFLUOROMETHANESULFONATE; HYDROAMINATION; DICATION; ALCOHOLS; CHLORIDE; BROMIDE;

D O I：

10.1002/chem.201502205

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalytically active aluminum-based system for Diels-Alder transformations is reported. The system was generated by mixing a -diketiminate-stabilized aluminum bistriflate compound with Na[BAr4Cl] (Ar-Cl=3,5-Cl2C6H3). Solid-state analysis of the catalytic system reveals a unique structure incorporating a two-dimensional coordination polymer. According to the experimental results obtained from several Diels-Alder transformations, the aluminum-based system appears to be a more practical and more robust alternative to the recently reported compounds based on carbon and silicon cations.

引用

下载

页码：11344 / 11348

页数：5

共 50 条

[1] Lewis acid catalyst system for Diels-Alder reaction
Kalepu, Rishir
Mishra, Satyendra
JOURNAL OF CHEMICAL SCIENCES, 2020, 132 (01)
[2] Applications of Diels-Alder Reaction in Synthesis of Polymers with Well-Defined Architectures
Wang Zhipeng
Yuan Jinying
PROGRESS IN CHEMISTRY, 2012, 24 (12) : 2342 - 2351
[3] Lewis acid catalysis in supercritical carbon dioxide. Use of scandium tris(heptadecafluorooctanesulfonate) as a Lewis acid catalyst in Diels-Alder and aza Diels-Alder reactions
Matsuo, J
Tsuchiya, T
Odashima, K
Kobayashi, S
CHEMISTRY LETTERS, 2000, (02) : 178 - 179
[4] LEWIS ACID CATALYSIS OF DIELS-ALDER REACTIONS
HOUK, KN
STROZIER, RW
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) : 4094 - 4096
[5] HOMOGENEOUS CATALYSIS - A RUTHENIUM-BASED LEWIS-ACID CATALYST FOR THE DIELS-ALDER REACTION
ODENKIRK, W
RHEINGOLD, AL
BOSNICH, B
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (16) : 6392 - 6398
[6] Asymmetric Diels-Alder polymerization using a chirally modified Lewis acid catalyst
Itsuno, S
Tada, S
Ito, K
CHEMICAL COMMUNICATIONS, 1997, (10) : 933 - 934
[7] An efficient synthesis of chiral isoquinuclidines by Diels-Alder reaction using Lewis acid catalyst
Hirama, Masafumi
Kato, Yuji
Seki, Chigusa
Nakano, Hiroto
Takeshita, Mitsuhiro
Oshikiri, Noriko
Iyoda, Masahiko
Matsuyama, Haruo
TETRAHEDRON, 2010, 66 (38) : 7618 - 7624
[8] NEW LEWIS ACID CATALYSTS FOR THE DIELS-ALDER REACTION
KELLY, TR
MAITY, SK
MEGHANI, P
CHANDRAKUMAR, NS
TETRAHEDRON LETTERS, 1989, 30 (11) : 1357 - 1360
[9] Lewis acid promoted cyclocondensations of α-ketophosphonoenoates with dienes -: from Diels-Alder to hetero Diels-Alder reactions
Hanessian, S
Compain, P
TETRAHEDRON, 2002, 58 (32) : 6521 - 6529
[10] Lewis acid catalysis of a Diels-Alder reaction in water
Otto, S
Bertoncin, F
Engberts, JBFN
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (33) : 7702 - 7707

← 1 2 3 4 5 →