Understanding the influence of active (zeolite) and passive (polyethylene) reaction cages on photo-claisen rearrangements of aryl benzyl ethers

被引:25
作者
Gu, WQ
Warrier, M
Schoon, B
Ramamurthy, V
Weiss, RG [1 ]
机构
[1] Tulane Univ, New Orleans, LA 70118 USA
[2] Georgetown Univ, Dept Chem, Washington, DC 20057 USA
关键词
D O I
10.1021/la000574h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photo-Claisen rearrangements of benzyl phenyl ether and benzyl l-naphthyl ether have been examined in cation-exchanged Y zeolites and polyethylenes of differing crystallinities. Ratios of the principal rearrangement products, benzyl arylol positional isomers, indicate that the reactions are more selective in the zeolites than in the polyethylenes. The results are explained on the basis of the active and passive walls of the reaction cages of zeolites and polyethylenes, respectively, and the limited free volume of the polyethylene cages.
引用
收藏
页码:6977 / 6981
页数:5
相关论文
共 26 条
[11]   Photo-Fries reactions of 1-naphthyl esters in cation-exchanged zeolite Y and polyethylene media [J].
Gu, WQ ;
Warrier, M ;
Ramamurthy, V ;
Weiss, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9467-9468
[12]   RATES OF ADDITION OF TERT-BUTYL AND PIVALOYL RADICALS TO ACRYLONITRILE MEASURED BY MODULATED ELECTRON-SPIN-RESONANCE AND MU-SR SPECTROSCOPY [J].
JENT, F ;
PAUL, H ;
RODUNER, E ;
HEMING, M ;
FISCHER, H .
INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, 1986, 18 (10) :1113-1122
[13]   MECHANISMS OF PHOTOCHEMICAL REACTIONS IN SOLUTION .33. INTERSYSTEM CROSSING EFFICIENCIES [J].
LAMOLA, AA ;
HAMMOND, GS .
JOURNAL OF CHEMICAL PHYSICS, 1965, 43 (06) :2129-+
[14]   MEROSTABILIZATION IN RADICAL IONS, TRIPLETS, AND BIRADICALS - SUBSTITUENT EFFECTS ON THE N,PI-STAR TRIPLET ENERGY OF BENZOPHENONE [J].
LEIGH, WJ ;
ARNOLD, DR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (09) :406-408
[15]   The cation-pi interaction [J].
Ma, JC ;
Dougherty, DA .
CHEMICAL REVIEWS, 1997, 97 (05) :1303-1324
[16]   MECHANISMS OF PHOTOREACTIONS IN SOLUTIONS .1. REDUCTION OF BENZOPHENONE BY BENZHYDROL [J].
MOORE, WM ;
HAMMOND, GS ;
FOSS, RP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (13) :2789-+
[17]   CHEMICALLY-INDUCED DYNAMIC NUCLEAR-POLARIZATION AND FLUORESCENCE SPECTROSCOPY STUDIES OF THE C-O BOND-CLEAVAGE OF ALPHA-1,1-DIMETHYLALLYL-NAPHTHYLETHER AND BETA-1,1-DIMETHYLALLYL-NAPHTHYLETHER [J].
POHLERS, G ;
GRIMME, S ;
DREESKAMP, H .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1994, 79 (03) :153-162
[18]  
Ramamurthy V., 1993, ADV PHOTOCHEM, V18, P67
[19]  
Ramamurthy V, 1991, PHOTOCHEMISTRY ORG C
[20]   DIRECT AND SENSITIZED PHOTOREACTIONS OF ALLYL PHENYL ETHER [J].
SHIMAMURA, N ;
SUGIMORI, A .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1971, 44 (01) :281-+