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
[1]   New versatile route to the synthesis of tetrahydro-β-carbolines and tetrahydro-pyrano[3,4-b]indoles via an intramolecular Michael addition catalyzed by InBr3 [J].
Agnusdei, M ;
Bandini, M ;
Melloni, A ;
Umani-Ronchi, A .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18) :7126-7129
[2]   Gold-catalyzed conjugate addition type reaction of indoles with α,β-enones [J].
Arcadi, A ;
Bianchi, G ;
Chiarini, M ;
D'anniballe, G ;
Marinelli, F .
SYNLETT, 2004, (06) :944-950
[3]   A Pd24 Pregnant Molecular Nanoball: Self-Templated Stellation by Precise Mapping of Coordination Sites [J].
Bhat, Imtiyaz Ahmad ;
Samanta, Dipak ;
Mukherjee, Partha Sarathi .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (29) :9497-9502
[4]   A cationic guest in a 24+ cationic host [J].
Bourgeois, JP ;
Fujita, M ;
Kawano, M ;
Sakamoto, S ;
Yamaguchi, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (31) :9260-9261
[5]   Synthesis and Helicate Formation of a New Family of BINOL-Based Bis(bipyridine) Ligands [J].
Bunzen, Jens ;
Bruhn, Torsten ;
Bringmann, Gerhard ;
Luetzen, Arne .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (10) :3621-3630
[6]   Supermolecules by design [J].
Caulder, DL ;
Raymond, KN .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) :975-982
[7]  
Caulder DL, 1998, ANGEW CHEM INT EDIT, V37, P1840, DOI 10.1002/(SICI)1521-3773(19980803)37:13/14<1840::AID-ANIE1840>3.0.CO
[8]  
2-D
[9]   Selectivity in an encapsulated cycloaddition reaction [J].
Chen, J ;
Rebek, J .
ORGANIC LETTERS, 2002, 4 (03) :327-329
[10]   Chiral metallosupramolecular architectures [J].
Chen, Li-Jun ;
Yang, Hai-Bo ;
Shionoya, Mitsuhiko .
CHEMICAL SOCIETY REVIEWS, 2017, 46 (09) :2555-2576