FORMATION OF A TRICYCLIC [2.2]PARACYCLOPHANE DERIVATIVE IN THE LOW-TEMPERATURE PHOTOREACTION OF AN UNSYMMETRIC DIOLEFIN CRYSTAL

被引:8
作者
CHUNG, CM
NAKAMURA, F
HASHIMOTO, Y
HASEGAWA, M
机构
关键词
D O I
10.1246/cl.1991.779
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Propyl alpha-cyano-4-[2-(4-pyrimidyl)ethenyl]cinnamate crystal afforded a tricyclic [2.2]paracyclophane derivative upon photoirradiation at low temperatures even though it gave a monocyclic dimer and oligomers at room temperature. This result is very significant in understanding of photochemical behavior of organic crystals at low temperature and in development of a new synthetic route of highly strained [2.2]paracyclophane derivative.
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页码:779 / 782
页数:4
相关论文
共 9 条
[1]   KINETIC FEATURES OF TOPOCHEMICAL PROCESSES OF OLEFIN CRYSTALS [J].
HASEGAWA, M ;
SHIBA, S .
JOURNAL OF PHYSICAL CHEMISTRY, 1982, 86 (09) :1490-1492
[2]   TOPOCHEMICAL PHOTOPOLYMERIZATION OF DIOLEFIN CRYSTALS [J].
HASEGAWA, M .
PURE AND APPLIED CHEMISTRY, 1986, 58 (09) :1179-1188
[3]   ASYMMETRIC-SYNTHESIS THROUGH THE TOPOCHEMICAL REACTION IN A CHIRAL CRYSTAL OF A PROCHIRAL DIOLEFIN MOLECULE HAVING A CISOID MOLECULAR-STRUCTURE AND AMPLIFICATION OF ASYMMETRY BY A SEEDING PROCEDURE [J].
HASEGAWA, M ;
CHUNG, CM ;
MURO, N ;
MAEKAWA, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (14) :5676-5677
[4]   QUANTITATIVE FORMATION OF A [2.2]PARACYCLOPHANE DERIVATIVE VIA TOPOCHEMICAL PHOTOREACTION OF CRYSTAL COMPLEX OF ETHYL AND PROPYL ALPHA-CYANO-4-[2-(4-PYRIDYL)ETHENYL]CINNAMATES [J].
HASEGAWA, M ;
MAEKAWA, Y ;
KATO, S ;
SAIGO, K .
CHEMISTRY LETTERS, 1987, (05) :907-910
[5]   TOPOCHEMICAL PHOTOPOLYMERIZATION AND PHOTOCOPOLYMERIZATION OF THE CRYSTALS OF UNSYMMETRICALLY SUBSTITUTED DIOLEFIN COMPOUNDS HAVING PYRIMIDINE RING [J].
HASEGAWA, M ;
ENDO, Y ;
AOYAMA, M ;
SAIGO, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (05) :1556-1560
[6]  
HASEGAWA M, 1989, PHOTOPOLYMERIZATION, P187
[7]  
MAEKAWA Y, 1990, 59TH NAT M CHEM SOC
[8]  
MAEKAWA Y, IN PRESS J AM CHEM S
[9]   TOPOCHEMISTRY .3. CRYSTAL CHEMISTRY OF SOME TRANS-CINNAMIC ACIDS [J].
SCHMIDT, GMJ .
JOURNAL OF THE CHEMICAL SOCIETY, 1964, (JUN) :2014-&