BIMOLECULAR SOLID-STATE PHOTOREACTIONS IN THE ADDUCT CRYSTALS OF AN AROMATIC NITRO COMPOUND WITH AN AROMATIC AMINE

被引:9
作者
ITO, Y [1 ]
ASAOKA, S [1 ]
SAITO, I [1 ]
OHBA, S [1 ]
机构
[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
关键词
SOLID-STATE PHOTOCHEMISTRY; ADDUCT CRYSTAL; DONOR-ACCEPTOR COMPLEX;
D O I
10.1016/0040-4039(94)88280-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Solid-state as well as solution-state photochemistry of the donor-acceptor complexes derived from an aromatic amine and an aromatic nitro compound was investigated. Of the twelve adduct crystals studied, only three involving m-DNB as the acceptor (9-MC/m-DNB, 9-EC/m-DNB and DMAP/m-DNB) were found to be photoreactive in the solid state, producing photoredox products probably through hydrogen abstraction by the excited nitro group. The FT-IR study has implicated that the NO2 group of m-DNB may be interacting with the donor's amino group in the crystalline state.
引用
收藏
页码:8193 / 8196
页数:4
相关论文
共 17 条
[1]  
AAKEROY CB, 1993, CHEM SOC REV, P397
[2]   CHEMICAL CONSEQUENCES OF THE POLAR AXIS IN ORGANIC SOLID-STATE CHEMISTRY [J].
CURTIN, DY ;
PAUL, IC .
CHEMICAL REVIEWS, 1981, 81 (06) :525-541
[3]   PHOTOCHEMISTRY OF AROMATIC NITRO-COMPOUNDS .16. N-DEMETHYLATION OF N,N-DIMETHYLANILINES BY PHOTO-EXCITED 3-NITROCHLOROBENZENE [J].
DOPP, D ;
HEUFER, J .
TETRAHEDRON LETTERS, 1982, 23 (15) :1553-1556
[4]   SELF-ORGANIZATION OF ADENINE AND THYMINE IN THE SOLID-STATE [J].
ETTER, MC ;
REUTZEL, SM ;
CHOO, CG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4411-4412
[5]  
Foster R., 1969, ORGANIC CHARGE TRANS
[6]   PHOTOREACTIVE MOLECULAR-COMPLEX OF 2,5-DISTYRYLPYRAZINE AND ETHYL 4-[2-(2-PYRAZINYL)ETHENYL]CINNAMATE - FORMATION OF PERFECTLY ORDERED POLYMER COMPOSITE BY CRYSTALLINE-STATE PHOTOPOLYMERIZATION [J].
HASEGAWA, M ;
KINBARA, K ;
ADEGAWA, Y ;
SAIGO, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) :3820-3821
[7]   EFFICIENT PHOTOCHEMICAL OXETANE FORMATION FROM 1-METHYL-2,4,5-TRIPHENYLIMIDAZOLE AND BENZOPHENONES [J].
ITO, Y ;
BEN, MJ ;
SUZUKI, S ;
KUSUNAGA, Y ;
MATSUURA, T ;
FUKUYAMA, K .
TETRAHEDRON LETTERS, 1985, 26 (17) :2093-2096
[8]   BIMOLECULAR SOLID-STATE PHOTOREACTIONS [J].
ITO, Y .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1992, 219 :29-36
[9]  
Ito Y., 1989, PHOTOCHEMISTRY SOLID, P469
[10]   SOLID-STATE PHOTOCHEMISTRY OF INDOLES WITH NAPHTHALENE AND PHENANTHRENE [J].
MENG, JB ;
WANG, WG ;
WANG, HG ;
MATSUURA, T ;
KOSHIMA, H ;
SUGIMOTO, I ;
ITO, Y .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1993, 57 (04) :597-602