Structure and properties of 9-(cycloheptatrienylidene)fluorene and its derivatives

被引:9
作者
Minabe, M
Tomiyama, T
Nozawa, T
Noguchi, M
Nakao, A
Oba, T
Kimura, T
机构
[1] Utsunomiya Univ, Fac Engn, Dept Appl Chem, Utsunomiya, Tochigi 3218585, Japan
[2] MAV Sci Co Ltd, Kohoku Ku, Yokohama, Kanagawa 2220033, Japan
关键词
D O I
10.1246/bcsj.74.1093
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One sesquifulvalene, 9-(cycloheptatrienylidene)fluorene, was found to be composed of a flat fluorenylidene part and a non-planar cycloheptatrienylidene moiety. 1-Substituted 9-(cycloheptatrienylidene)fluorene was not obtained because of a steric repulsion between the 1-substituent and the 7 ' -hydrogen of the seven-membered ring. Upon consideration of their C-13 NMR spectra, the electronic properties of the seven-membered ring are slightly influenced by introducing a substituent (halogen, methoxy group, etc.) on the fluorenylidene part. The dissolution of 9-(cycloheptatrienylidene)fluorene in trifluoroacetic acid-chloroform afforded the (9-fluorenyl)tropylium cation. The substituent attached to the fluorene part also slightly influences the tropylium moiety.
引用
收藏
页码:1093 / 1100
页数:8
相关论文
共 18 条
[11]   CRYSTAL STRUCTURE OF 1,2,3,4-TETRACHLOROBENZO(G)SESQUIFULVALENE [J].
NISHI, Y ;
SASADA, Y ;
ASHIDA, T ;
KAKUDO, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1966, 39 (04) :818-+
[12]  
OSTROWSKI S, 1989, LIEBIGS ANN CHEM, P95
[13]   A STABLE METHYLENENORCARADIENE [J].
PRINZBACH, H ;
FISCHER, U ;
CRUSE, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1966, 5 (02) :251-+
[14]  
PRINZBACH H, 1966, LIEBIGS ANN CHEM, V698, P34
[15]  
PRINZBACH H, 1963, TETRAHEDRON LETT, P1217
[16]  
SHIMANOUCHI H, 1968, TETRAHEDRON LETT, P5053
[17]  
SPIESECKE H, 1961, TETRAHEDRON LETT, P468
[18]   Properties of 2-acetyl-7-nonylfluorene and its O-analogs in the alkyl chain [J].
Takabayashi, Y ;
Fukami, T ;
Yamamoto, A ;
Kimura, T ;
Minabe, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2000, 73 (07) :1697-1698