Crystal engineering using very short and linear C(sp)-H•••N hydrogen bonds:: formation of head-to-tail straight tapes and their assembly into nonlinear optical polar crystals

被引:55
作者
Ohkita, M [1 ]
Suzuki, T
Nakatani, K
Tsuji, T
机构
[1] Hokkaido Univ, Grad Sch Sci, Div Chem, Sapporo, Hokkaido 0600810, Japan
[2] Ecole Normale Super, Dept Chim, F-94235 Cachan, France
关键词
D O I
10.1039/b103689k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystallization of 4-ethynylpyridine (1) and 4-(4-ethynylphenyl)ethynylpyridine (2) leads to C(sp)-H . . .N hydrogen bonded straight tapes that further assemble into polar crystals, in the case of 2, and show intense powder SHG response, 8 times more efficient than crystalline urea.
引用
收藏
页码:1454 / 1455
页数:2
相关论文
共 22 条
[1]  
Boyd R. W., 2003, NONLINEAR OPTICS
[2]  
BOYD RW, 1987, NONLINEAR OPTICAL PR
[3]  
BOYD RW, 1994, MOL NONLINEAR OPTICS
[4]  
BOYD RW, 1997, NOVEL OPTICAL MAT AP
[5]   Weak hydrogen bonds: theoretical studies [J].
Calhorda, MJ .
CHEMICAL COMMUNICATIONS, 2000, (10) :801-809
[6]   An improved preparation of 4-ethynylpyridine and its application to the synthesis of linear bipyridyl ligands [J].
Champness, NR ;
Khlobystov, AN ;
Majouga, AG ;
Schröder, M ;
Zyk, NV .
TETRAHEDRON LETTERS, 1999, 40 (29) :5413-5416
[7]  
Cotton FA, 1997, CHEM COMMUN, P1673
[8]  
Desiraju G. R., 1999, The Weak Hydrogen Bond
[9]  
Desiraju G. R., 1989, DESIGN ORGANIC SOLID
[10]   CYANO-HALOGEN INTERACTIONS AND THEIR ROLE IN THE CRYSTAL-STRUCTURES OF THE 4-HALOBENZONITRILES [J].
DESIRAJU, GR ;
HARLOW, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6757-6764