A STUDY OF THE CONFORMATION OF SOME CHIRAL BINAPHTHYL AND BITHIENYL DERIVATIVES IN THE SOLID-STATE AND IN SOLUTION - AN APPROACH BY X-RAY-DIFFRACTION, CIRCULAR-DICHROISM SPECTROSCOPY AND INDUCED CHOLESTERIC MESOPHASE ANALYSIS

被引:24
作者
SUCHOD, B [1 ]
RENAULT, A [1 ]
LAJZEROWICZ, J [1 ]
SPADA, GP [1 ]
机构
[1] UNIV BOLOGNA,DIPARTIMENTO CHIM ORGAN A MANGINI,I-40127 BOLOGNA,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1992年 / 10期
关键词
D O I
10.1039/p29920001839
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The crystal structures of enantiomeric 4,5,6,7-tetrahydrodinaphtho[2,1 -b:1',2'-d] [1,6]dioxecine, 1a and of enantiomeric dimethyl 2,2'-dinitro-3,3'-bithienyl-4,4',dicarboxylate, 3, are reported. The solid state conformations of these compounds and of related derivatives with bridged and non-bridged 1,1'-binaphthyl structures are analysed. The conformation in the crystal structure is compared with the conformation in solution obtained from the twisting powers of these compounds in nematic liquid crystal solvents and from circular dichroism measurements. For quasi-rigid bridged binaphthyls the different sets of data agree. For mobile biaryls they may differ.
引用
收藏
页码:1839 / 1844
页数:6
相关论文
共 19 条
[1]   A STUDY OF THE CONFORMATION OF SOME 3,3'-BITHIENYL AND BISELENIENYL DERIVATIVES BY MEASUREMENTS OF TWISTING POWERS IN NEMATIC LIQUID-CRYSTALS AND OF DIPOLE-MOMENTS [J].
ARNONE, C ;
GOTTARELLI, G ;
SPADA, GP ;
SPINELLI, D ;
EXNER, O .
JOURNAL OF MOLECULAR STRUCTURE, 1986, 147 (3-4) :307-314
[2]   AN EXPLANATION OF GRANDJEAN DISCONTINUITIES [J].
CANO, R .
BULLETIN DE LA SOCIETE FRANCAISE MINERALOGIE ET DE CRISTALLOGRAPHIE, 1968, 91 (01) :20-&
[3]   INDUCTION OF THE CHOLESTERIC MESOPHASE IN NEMATIC LIQUID-CRYSTALS - CORRELATION BETWEEN THE CONFORMATION OF OPEN-CHAIN CHIRAL 1,1'-BINAPHTHYLS AND THEIR TWISTING POWERS [J].
GOTTARELLI, G ;
SPADA, GP ;
BARTSCH, R ;
SOLLADIE, G ;
ZIMMERMANN, R .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :589-592
[4]   INDUCTION OF THE CHOLESTERIC MESOPHASE IN NEMATIC LIQUID-CRYSTALS - MECHANISM AND APPLICATION TO THE DETERMINATION OF BRIDGED BIARYL CONFIGURATIONS [J].
GOTTARELLI, G ;
HIBERT, M ;
SAMORI, B ;
SOLLADIE, G ;
SPADA, GP ;
ZIMMERMANN, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (25) :7318-7321
[5]  
GOTTARELLI G, 1986, NEW J CHEM, V10, P691
[6]   INDUCTION OF CHOLESTERIC MESOPHASES IN NEMATIC LIQUID-CRYSTALS BY SOME CHIRAL ARYL ALKYL CARBINOLS - A QUANTITATIVE INVESTIGATION [J].
GOTTARELLI, G ;
SAMORI, B ;
STREMMENOS, C ;
TORRE, G .
TETRAHEDRON, 1981, 37 (02) :395-399
[7]  
GOTTARELLI G, 1992, IN PRESS J ORG CHEM
[8]  
Grandjean F., 1921, CR HEBD ACAD SCI, V172, P71
[9]  
GRIDUNOVA GV, 1982, KRISTALLOGRAFIYA+, V27, P477
[10]  
GRIDUNOVA GV, 1983, KRISTALLOGRAFIYA+, V28, P87