THE RELATIONSHIP BETWEEN MOLECULAR-STRUCTURE AND MESOMORPHIC PROPERTIES OF 2,2'-DIFLUOROTERPHENYLS AND 3,2'-DIFLUOROTERPHENYLS SYNTHESIZED BY PALLADIUM-CATALYZED CROSS-COUPLINGS

被引:44
作者
HIRD, M [1 ]
TOYNE, KJ [1 ]
GRAY, GW [1 ]
MCDONNELL, DG [1 ]
SAGE, IC [1 ]
机构
[1] DEF RES AGCY,GREAT MALVERN WR14 3PS,ENGLAND
关键词
D O I
10.1080/02678299508036584
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Several homologues of two structurally different types of mesogenic difluoroterphenyls have been prepared. One set of compounds contains two inner-core fluoro-substituents and the other set possesses both an inner-core and an outer-core fluoro-substituent. The use of various types of palladium-catalysed cross-coupling reactions was invaluable in the synthesis (for example, selective couplings, and couplings to trifluoromethanesulphonate derivatives). Additionally, a novel selective lithiation is reported. The mesogenic materials are all low melting and the types of mesophase generated are considerably structure dependent. However, most of the materials support the tilted S(C) phase which is required of ferroelectric host materials. The mesomorphic behaviour of these novel materials is discussed in terms of the molecular structure and the structure/property relationships are compared with those for difluoroterphenyls with different arrangements of lateral fluoro-substitution.
引用
收藏
页码:1 / 11
页数:11
相关论文
共 27 条
[1]   FLUORINATION IN NEMATIC SYSTEMS [J].
BALKWILL, P ;
BISHOP, D ;
PEARSON, A ;
SAGE, I .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1985, 123 (1-4) :1-13
[2]   THE EFFECT OF LATERAL SUBSTITUTION ON SMECTIC C-FORMATION [J].
COATES, D .
LIQUID CRYSTALS, 1987, 2 (04) :423-428
[3]  
Collings P., 2002, LIQUID CRYSTALS NATU, V2nd
[4]  
CONSTANT J, 1990, 13TH P INT LIQ CRYST
[5]  
Coulson DR, 1971, INORG SYN, V13, P121, DOI DOI 10.1002/9780470132449.CH23
[6]  
ELIEL EL, 1962, STEREOCHEMISTRY CARB, P178
[7]   FERROELECTRIC LIQUID-CRYSTALS - STRUCTURE AND DESIGN [J].
GOODBY, JW ;
LESLIE, TM .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1984, 110 (1-4) :175-203
[8]   The Synthesis of Several Lateral Difluoro-substituted 4,4 ''-Dialkyl- and 4,4 ''-Alkoxyalkyl-Terphenyls and a Rationalisation of the Effect of Such Substitution on Mesophase Type and Transition Temperatures? [J].
Gray, G. W. ;
Hird, M. ;
Toyne, K. J. .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1991, 204 :43-64
[9]   THE SYNTHESIS AND TRANSITION-TEMPERATURES OF SOME LATERAL MONOFLUORO-SUBSTITUTED 4,4''-DIALKYL- AND 4,4''-ALKOXYALKYL-1,1' - 4',1''-TERPHENYLS [J].
GRAY, GW ;
HIRD, M ;
TOYNE, KJ .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1991, 195 :221-237
[10]   MESOMORPHISM AND CHEMICAL CONSTITUTION .3. THE EFFECT OF HALOGEN SUBSTITUTION ON THE MESOMORPHISM OF THE 4-ALKOXYBENZOIC ACIDS [J].
GRAY, GW ;
JONES, B .
JOURNAL OF THE CHEMICAL SOCIETY, 1954, (JUL) :2556-2562