Metal Complexes of Cinchonine as Chiral Building Blocks: A Strategy for the Construction of Nanotubular Architectures and Helical Coordination Polymers

被引:91
作者
Kaczorowski, Tomasz [2 ]
Justyniak, Iwona [1 ]
Lipinska, Teodozja [3 ]
Lipkowski, Janusz [1 ]
Lewinski, Janusz [1 ,2 ]
机构
[1] Polish Acad Sci, Inst Phys Chem, PL-01224 Warsaw, Poland
[2] Warsaw Univ Technol, Dept Chem, PL-00664 Warsaw, Poland
[3] Univ Podlasie, Inst Chem, PL-08110 Siedlce, Poland
关键词
ENANTIOSELECTIVE PHENYLACETYLENE ADDITION; HETEROGENEOUS ASYMMETRIC CATALYSIS; ALUMINUM COMPLEXES; TRANSITION-METALS; ORGANIC FRAMEWORK; CRYSTAL-STRUCTURE; SEPARATION; MOLECULES; ALKALOIDS; LIGANDS;
D O I
10.1021/ja8098867
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first chiral bipyridyl-type metalloligands based on aluminum derivatives of cinchonine (CN-H) were synthesized and characterized by single-crystal X-ray diffraction studies. These bischelate complexes, (CN)(2)AlX [X = Cl (1a), Me (1b)] were found to be effective building blocks for the preparation of novel helical nanotubular architectures as well as chiral bimetallic coordination polymers, as demonstrated by the rational synthesis of a helical structure formed by 1 a and ZnCl2. The applied methodology stands as an exemplary strategy for the rational synthesis of chiral metal-organic frameworks through self-organization driven by nonbonding interactions or coordination, which could potentially find applications in enantioselective separations and catalysis.
引用
收藏
页码:5393 / +
页数:5
相关论文
共 45 条
[1]   Structural diversity of building-blocks in coordination framework synthesis -: combining M(NO3)2 junctions and bipyridyl ligands [J].
Barnett, SA ;
Champness, NR .
COORDINATION CHEMISTRY REVIEWS, 2003, 246 (1-2) :145-168
[2]   Crystal engineering of coordination polymers using 4,4′-bipyridine as a bond between transition metal atoms [J].
Biradha, Kumar ;
Sarkar, Madhushree ;
Rajput, Lalit .
CHEMICAL COMMUNICATIONS, 2006, (40) :4169-4179
[3]   Design, chirality, and flexibility in nanoporous molecule-based materials [J].
Bradshaw, D ;
Claridge, JB ;
Cussen, EJ ;
Prior, TJ ;
Rosseinsky, MJ .
ACCOUNTS OF CHEMICAL RESEARCH, 2005, 38 (04) :273-282
[4]   Permanent microporosity and enantioselective sorption in a chiral open framework [J].
Bradshaw, D ;
Prior, TJ ;
Cussen, EJ ;
Claridge, JB ;
Rosseinsky, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (19) :6106-6114
[5]   A metal-organic framework material that functions as an enantioselective catalyst for olefin epoxidation [J].
Cho, So-Hye ;
Ma, Baoqing ;
Nguyen, SonBinh T. ;
Hupp, Joseph T. ;
Albrecht-Schmitt, Thomas E. .
CHEMICAL COMMUNICATIONS, 2006, (24) :2563-2565
[6]   Interlocked chiral nanotubes assembled from quintuple helices [J].
Cui, Y ;
Lee, SJ ;
Lin, WB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) :6014-6015
[7]   Chiral metal-organic assemblies - A new approach to immogbilizing homogeneous asymmetric catalysts [J].
Dai, LX .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (43) :5726-5729
[8]   A homochiral metal-organic material with permanent porosity, enantioselective sorption properties, and catalytic activity [J].
Dybtsev, DN ;
Nuzhdin, AL ;
Chun, H ;
Bryliakov, KP ;
Talsi, EP ;
Fedin, VP ;
Kim, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (06) :916-920
[9]   Hybrid porous solids:: past, present, future [J].
Ferey, Gerard .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (01) :191-214
[10]   Monomeric organoaluminium complexes RAl(OR*)2 and R2AlOR* with an optically active amino alkoxide ligand [J].
Gelbrich, T ;
Hecht, E ;
Thiele, KH ;
Sieler, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 595 (01) :21-30