PHOTOCHEMISTRY OF BENZOIN ACETATE IN CYCLODEXTRIN MEDIA

被引:9
作者
BANTU, NR
KOTCH, TG
LEES, AJ
机构
[1] Department of Chemistry, State University of New York, University Center of Binghamton, Binghamton
关键词
D O I
10.1016/S0040-4039(00)60340-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photolyses of benzoin acetate 1 in organic solvents produce a non-selective mixture of type I products (3-5) and photocyclization product 2, while in aqueous cyclodextrin (CD) solutions and in solid CD complexes, a remarkable selectivity for photocyclization product 2 is observed. A Cage effect has been invoked to rationalize the unusual alteration of photobehaviour of 1 by CD.
引用
收藏
页码:2039 / 2042
页数:4
相关论文
共 10 条
[1]   A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].
BENESI, HA ;
HILDEBRAND, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707
[2]  
Demarco P. V, 1970, J CHEM SOC CHEM COMM, P2, DOI [DOI 10.1039/C29700000002, 10.1039/c29700000002, 10.1039/C29700000002]
[3]   MICROBIAL REDUCTION OF A SERIES OF SUBSTITUTED BENZILS - OPTICAL-PROPERTIES AND NUCLEAR MAGNETIC-RESONANCE SPECTRA OF PRODUCTS [J].
IMUTA, M ;
ZIFFER, H .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (17) :3319-3323
[4]   PHOTOCHEMISTRY AND PHOTOPHYSICS WITHIN CYCLODEXTRIN CAVITIES [J].
RAMAMURTHY, V ;
EATON, DF .
ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (08) :300-306
[5]   MODIFICATION OF PHOTOCHEMICAL REACTIVITY BY CYCLODEXTRIN - DIFFERENCE IN PHOTOBEHAVIOR BETWEEN SHORT CHAIN AND LONG-CHAIN BENZOIN ALKYL ETHERS - CONFORMATIONAL EFFECT [J].
REDDY, GD ;
RAMAMURTHY, V .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) :3952-3956
[6]   MODIFICATION OF PHOTOCHEMICAL REACTIVITY BY CYCLODEXTRIN COMPLEXATION - ALTERATION OF PHOTOCHEMICAL BEHAVIOR VIA RESTRICTION OF TRANSLATIONAL AND ROTATIONAL MOTIONS - ALKYLDEOXYBENZOINS [J].
REDDY, GD ;
RAMAMURTHY, V .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (25) :5521-5528
[7]   MODIFICATION OF PHOTOCHEMISTRY BY CYCLODEXTRIN COMPLEXATION - COMPETITIVE NORRISH TYPE-I AND TYPE-II REACTIONS OF BENZOIN ALKYL ETHERS [J].
REDDY, GD ;
USHA, G ;
RAMANATHAN, KV ;
RAMAMURTHY, V .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3085-3093
[8]   PHOTOLYSIS OF DESYL COMPOUNDS . NEW PHOTOLYTIC CYCLIZATION [J].
SHEEHAN, JC ;
WILSON, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (23) :5277-&
[9]  
SHEEHAN JC, 1971, J AM CHEM SOC, V93, P7233
[10]   MAGNETIC-FIELD AND MAGNETIC ISOTOPE EFFECTS IN ORGANIC PHOTOCHEMICAL-REACTIONS - A NOVEL PROBE OF REACTION-MECHANISMS AND A METHOD FOR ENRICHMENT OF MAGNETIC ISOTOPES [J].
TURRO, NJ ;
KRAEUTLER, B .
ACCOUNTS OF CHEMICAL RESEARCH, 1980, 13 (10) :369-377