Homochiral crystallization of microporous framework materials from achiral precursors by chiral catalysis.
While it is not uncommon to form chiral crystals during crystallization, the formation of bulk porous homochiral materials from achiral building units is rare. Reported here is the homochiral crystallization of microporous materials through the chirality induction effect of natural alkaloids. The resulting material possesses permanent microporosity and has a uniform pore size of 9.3 A.
Zhang
Jian
J
Department of Chemistry and Biochemistry, California State University, Long Beach, 1250 Bellflower Boulevard, Long Beach, California 90840, USA.
Chen
Shumei
S
Wu
Tao
T
Feng
Pingyun
P
Bu
Xianhui
X
D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D003460:Crystallization; D004123:Dimethylamines / Q000737:chemistry; D004126:Dimethylformamide / Q000737:chemistry; D007204:Indium / Q000737:chemistry*; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism; D013876:Thiophenes / Q000737:chemistry*
C505501:2,2',5',2''-terthiophene-5,5''-dicarboxylate; D002930:Cinchona Alkaloids; D004123:Dimethylamines; D009942:Organometallic Compounds; D012997:Solvents; D013876:Thiophenes; D007204:Indium; C041622:cinchonidine; D004126:Dimethylformamide; C034516:dimethylamine; C010086:cinchonine
Nature. 2000 Apr 27;404(6781):982-6
10801124
J Am Chem Soc. 2005 Jun 29;127(25):8940-1
15969557
Angew Chem Int Ed Engl. 2006 Oct 6;45(39):6495-9
16960821
Angew Chem Int Ed Engl. 2005 Mar 18;44(13):1958-61
15726560
Chem Soc Rev. 2002 Nov;31(6):342-56
12491749
J Am Chem Soc. 2004 May 19;126(19):6106-14
15137776
J Am Chem Soc. 2007 Apr 25;129(16):4880-1
17394325
Angew Chem Int Ed Engl. 2007;46(44):8475-9
17912730
Science. 1990 Nov 16;250(4983):975-6
17746924
Angew Chem Int Ed Engl. 2003 Nov 10;42(43):5314-7
14613163
Chem Commun (Camb). 2006 Jul 14;(26):2777-9
17009460
Chem Soc Rev. 2008 Jan;37(1):191-214
18197340
Chem Commun (Camb). 2007 Dec 14;(46):4881-3
18361356