Supramolecular assemblies of chiral propargylic alcohols

被引:12
作者
Hyacinth, Marilise
Chruszcz, Maksymilian
Lee, Ki Sung
Sabat, Michal
Gao, Ge
Pu, Lin
机构
[1] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA
[2] Univ Virginia, Dept Mol Physiol & Biol Phys, Charlottesville, VA 22908 USA
关键词
pi-pi interactions; fluorine; hydrogen bond; propargylic alcohols; supramolecular chemistry;
D O I
10.1002/anie.200601594
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Six pack: A hexameric supramolecular structure with alternating enantiomers is formed in the solid state from propargylic alcohols. These hexamers further assemble to form channels and cages that host solvent molecules. The synergistic cooperation of O-H⋯O, C-H⋯F-C, and π-π interactions is important in establishing the supramolecular assembly. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5358 / 5360
页数:3
相关论文
共 30 条
[21]   Asymmetric alkynylzinc additions to aldehydes and ketones [J].
Pu, L .
TETRAHEDRON, 2003, 59 (50) :9873-9886
[22]   ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-)-CHLOROTHRICOLIDE [J].
ROUSH, WR ;
SCIOTTI, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (14) :6457-6458
[23]   Supramolecular control of fluorinated benzophenones in the crystalline state [J].
Schwarzer, A ;
Seichter, W ;
Weber, E ;
Stoeckli-Evans, H ;
Losada, M ;
Hulliger, J .
CRYSTENGCOMM, 2004, 6 :567-572
[24]  
Stang P.J., 1995, MODERN ACETYLENE CHE
[25]  
Steed J.W., 2000, SUPRAMOL CHEM
[26]   Palladium-catalyzed enyne cycloisomerization reaction in an asymmetric approach to the picrotoxane sesquiterpenes. 2. second-generation total syntheses of corianin, picrotoxinin, picrotin, and methyl picrotoxate [J].
Trost, B ;
Krische, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (26) :6131-6141
[27]  
West AP, 1997, J PHYS ORG CHEM, V10, P347, DOI 10.1002/(SICI)1099-1395(199705)10:5<347::AID-POC893>3.0.CO
[28]  
2-X
[29]   THE MOLECULAR ELECTRIC QUADRUPOLE-MOMENT AND SOLID-STATE ARCHITECTURE [J].
WILLIAMS, JH .
ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (11) :593-598
[30]   STRUCTURE OF THE LOWEST TEMPERATURE PHASE OF THE SOLID BENZENE HEXAFLUOROBENZENE ADDUCT [J].
WILLIAMS, JH ;
COCKCROFT, JK ;
FITCH, AN .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (12) :1655-1657