Synthesis of novel chiral dopants based on optically active p-substituted mandelic acids

被引:7
作者
Lesac, A
Narancic, S
Sepelj, M
Bruce, DW
Sunjic, V
机构
[1] Rudjer Boskovic Inst, HR-10000 Zagreb, Croatia
[2] Univ Exeter, Sch Chem, Exeter EX4 4QD, Devon, England
关键词
D O I
10.1016/S0957-4166(03)00576-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Novel esters of optically active p-substituted mandelic acids (+)-1 and (+)-2 were prepared by a convergent synthetic strategy in high enantiomeric excess (99% ee). The esters (+)-1 and (+)-2 induce helical macrostructures in the mesophases of achiral liquid-crystal materials, although neither exhibits mesorphism on its own. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2731 / 2737
页数:7
相关论文
共 34 条
[1]  
*CAMBR SOFTW, 555937 CAMBR SOFTW
[2]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[3]  
FURNISS BS, 1989, VOGELS TXB PRACTICAL, P1078
[4]   CHIRALITY IN LIQUID-CRYSTALS [J].
GOODBY, JW .
JOURNAL OF MATERIALS CHEMISTRY, 1991, 1 (03) :307-318
[5]   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
[6]   THE SYNTHESIS AND TRANSITION-TEMPERATURES OF SOME 4,4''-DIALKYL-1,1'-4',1''-TERPHENYL AND 4,4''-ALKOXYALKYL-1,1'-4',1''-TERPHENYL WITH 2,3-DIFLUORO OR 2',3'-DIFLUORO SUBSTITUENTS AND OF THEIR BIPHENYL ANALOGS [J].
GRAY, GW ;
HIRD, M ;
LACEY, D ;
TOYNE, KJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (12) :2041-2053
[7]  
HANESSIAN S, 1981, SYNTHESIS-STUTTGART, P396
[8]  
Jákli A, 2000, LIQ CRYST, V27, P1405, DOI 10.1080/026782900750018546
[9]   CONFORMATION OF SOME CARBOXYLIC ACIDS AND THEIR DERIVATIVES [J].
KANTERS, JA ;
KROON, J ;
PEERDEMA.AF ;
SCHOONE, JC .
TETRAHEDRON, 1967, 23 (10) :4027-&
[10]  
Kitzerow H., 2001, CHIRALITY LIQUID CRY, DOI DOI 10.1021/la060844h