MOLECULAR RECOGNITION THROUGH C-H...O HYDROGEN-BONDING IN CHARGE-TRANSFER CRYSTALS - HIGHLY SELECTIVE COMPLEXATION OF 2,4,7-TRINITROFLUORENONE WITH 2,6-DIMETHYLNAPHTHALENE

被引:24
作者
SUZUKI, T
FUJII, H
MIYASHI, T
YAMASHITA, Y
机构
[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN
[2] INST MOLEC SCI,INST MOLEC SCI,OKAZAKI,AICHI 444,JAPAN
关键词
D O I
10.1021/jo00051a014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of a dimethylnaphthalene (DMN) isomer mixture with 2,4,7-trinitrofluorenone (TNF) resulted in the predominant formation of 2,6-DMN-TNF (1:1) complex (3) accompanied by a small amount of 2,7-DMN-TNF (1:1) (4). X-ray structural analyses of these charge-transfer crystals showed that coplanar "ribbon"-like networks are formed by C-H...0 hydrogen bonding of TNF and that 3 is thermodynamically more stable than 4 due to the larger interactions through C-H...0 contacts.
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页码:6744 / 6748
页数:5
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