New star-shaped molecules with extended electronic delocalization

被引:26
作者
Cherioux, F
Audebert, P
Hapiot, P
机构
[1] Univ Franche Comte, Lab Chim & Electrochim Mol, F-25030 Besancon, France
[2] Univ Paris 07, Electrochim Mol Lab, CNRS, Unite Rech Associee 438, F-75251 Paris 05, France
关键词
D O I
10.1021/cm9801441
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
New star-shaped molecules have been easily prepared with cyanuric chloride and some pyridine derivatives. These molecules present an important electronic delocalization between the attractive central ring and the three end donor groups. Molecular modeling by ab initio and PM3 semiempirical methods shows that the molecules belong to the D-3h group. These trications display one reduction wave for which the formal redox potentials have been determined.
引用
收藏
页码:1984 / 1989
页数:6
相关论文
共 25 条
[1]   Hexapyrrolylbenzene and octapyrrolylnaphthalene [J].
Biemans, HAM ;
Zhang, C ;
Smith, P ;
Kooijman, H ;
Smeets, WJJ ;
Spek, AL ;
Meijer, EW .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (25) :9012-9015
[2]   TRIPYRIDYLCYCLOPROPENE DERIVATIVES AND THEIR CONVERSION TO HEXAPYRIDYLBENZENE [J].
BRESLOW, R ;
CRISPINO, GA .
TETRAHEDRON LETTERS, 1991, 32 (05) :601-604
[3]   Octakis(3,4-dimethylphenylthio)naphthalene: A designed spider host of unparalleled versatility [J].
Downing, GA ;
Frampton, CS ;
Gall, JH ;
MacNicol, DD .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (13-14) :1547-1549
[4]  
Frisch M.J., 1995, GAUSSIAN 94 REVISION
[5]  
GARREAU D, 1972, J ELECTROANAL CHEM, V35, P309, DOI 10.1016/0368-1874(72)80069-8
[6]   2ND-ORDER OPTICAL NONLINEARITY IN OCTUPOLAR AROMATIC SYSTEMS [J].
JOFFRE, M ;
YARON, D ;
SILBEY, RJ ;
ZYSS, J .
JOURNAL OF CHEMICAL PHYSICS, 1992, 97 (08) :5607-5615
[7]  
KATRISKY AR, 1984, CHEM SCR, V24
[8]   Hexaterphenylyl- and hexaquaterphenylylbenzene: The behavior of chromophores and electrophores in a restricted space [J].
Keegstra, MA ;
DeFeyter, S ;
DeSchryver, FC ;
Mullen, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (07) :774-776
[9]   2ND-HARMONIC GENERATION FROM NONDIPOLAR NONCENTROSYMMETRIC AROMATIC CHARGE-TRANSFER MOLECULES [J].
LEDOUX, I ;
ZYSS, J ;
SIEGEL, JS ;
BRIENNE, J ;
LEHN, JM .
CHEMICAL PHYSICS LETTERS, 1990, 172 (06) :440-444
[10]   TRANSIENT OPTICALLY INDUCED NON-CENTROSYMMETRY IN A SOLUTION OF OCTUPOLAR MOLECULES [J].
NUNZI, JM ;
CHARRA, F ;
FIORINI, C ;
ZYSS, J .
CHEMICAL PHYSICS LETTERS, 1994, 219 (5-6) :349-354