Preparation of a chiral Pt12 tetrahedral cage and its use in catalytic Michael addition reaction

被引:28
作者
Bhat, Imtiyaz Ahmad [1 ]
Devaraj, Aanthonisamy [1 ]
Howlader, Prodip [1 ]
Chi, Ki-Whan [2 ]
Mukherjee, Partha Sarathi [1 ]
机构
[1] Indian Inst Sci, Inorgan & Phys Chem Dept, Bangalore 560012, Karnataka, India
[2] Univ Ulsan, Dept Chem, Ulsan 680749, South Korea
基金
新加坡国家研究基金会;
关键词
HOST-GUEST; SUPRAMOLECULAR CLUSTER; MOLECULAR RECOGNITION; SYNTHETIC RECEPTOR; DIELS-ALDER; ENCAPSULATION; COMPLEXES; INDOLES; WATER; STABILIZATION;
D O I
10.1039/c8cc01487f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of chiral cis-[(1S,2S)-dch] Pt(NO3)(2) (M) [where (1S,2S)-dch = (1S,2S)-1,2-diaminocyclohexane] with a hexadentate ligand (L) in 3 : 1 stoichiometric ratio yielded a [12+4] self-assembled chiral M12L4 molecular tetrahedron (T). The cage T features an internal 3D nanocavity with large open 'windows', enabling it to catalyze Michael addition reactions of a series of nitrostyrene derivatives with indole in a 9 : 1 water : methanol mixture.
引用
收藏
页码:4814 / 4817
页数:4
相关论文
共 63 条
[11]  
Cram D.J., 2007, Container Molecules and Their Guests
[12]   A Self-Assembled Trigonal Prismatic Molecular Vessel for Catalytic Dehydration Reactions in Water [J].
Das, Paramita ;
Kumar, Atul ;
Howlader, Prodip ;
Mukherjee, Partha Sarathi .
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (51) :12565-12574
[13]   Molecular recognition and stabilization of iminium ions in water [J].
Dong, Vy M. ;
Fiedler, Dorothea ;
Carl, Barbara ;
Bergman, Robert G. ;
Raymond, Kenneth N. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (45) :14464-14465
[14]   Enantioselective indole Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes [J].
Evans, DA ;
Scheidt, KA ;
Fandrick, KR ;
Lam, HW ;
Wu, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (36) :10780-10781
[15]   Stabilization of reactive organometallic intermediates inside a self-assembled nanoscale host [J].
Fiedler, D ;
Bergman, RG ;
Raymond, KN .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (05) :745-748
[16]   Selective molecular recognition, C-H bond activation, and catalysis in nanoscale reaction vessels [J].
Fiedler, D ;
Leung, DH ;
Bergman, RG ;
Raymond, KN .
ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (04) :349-358
[17]   The facile and efficient Michael addition of indoles and pyrrole to α, β-unsaturated electron-deficient compounds catalyzed by aluminium dodecyl sulfate trihydrate [Al(DS)3]3H2O in water [J].
Firouzabadi, H ;
Iranpoor, N ;
Nowrouzi, F .
CHEMICAL COMMUNICATIONS, 2005, (06) :789-791
[18]   Coordination assemblies from a Pd(II)-cornered square complex [J].
Fujita, M ;
Tominaga, M ;
Hori, A ;
Therrien, B .
ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (04) :369-378
[19]  
Hof F, 2002, ANGEW CHEM INT EDIT, V41, P1488, DOI 10.1002/1521-3773(20020503)41:9<1488::AID-ANIE1488>3.0.CO
[20]  
2-G