Crystal structure-reactivity relationships in the solid state photochemistry of 2,4,6-triisopropylthiobenzophenone: C=O...H versus C=S...H abstraction geometry

被引：7

作者：

Fu, TY ^{[1
]}

Scheffer, JR ^{[1
]}

Trotter, J ^{[1
]}

机构：

[1] UNIV BRITISH COLUMBIA, DEPT CHEM, VANCOUVER, BC V6T 1Z1, CANADA

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 13期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/0040-4039(96)00232-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

X-ray crystal structure solid state photoreactivity correlations are reported for 2,4,6-triisopropylthiobenzophenone (1a) and its p-methoxy derivative 1b. The results reveal interesting differences in the geometry of gamma-hydrogen atom abstraction for ketones and thiones.

引用

页码：2125 / 2128

页数：4

共 19 条

[1]

[Anonymous], PHOTOCHEMISTRY SOLID

[2] NORRISH TYPE-II REACTION IN THE SOLID-STATE - INVOLVEMENT OF A BOATLIKE REACTANT CONFORMATION [J].

ARIEL, S ;

RAMAMURTHY, V ;

SCHEFFER, JR ;

TROTTER, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) :6959-6960

[3]

BIGOT B, 1983, ISRAEL J CHEM, V23, P116

[4]

CALVERT JG, 1966, PHOTOCHEMISTRY, P249

[5] NORRISH TYPE-II REARRANGEMENT FROM PI PI TRIPLET-STATES [J].

DEBOER, CD ;

HERKSTRO.WG ;

MARCHETT.AP ;

SCHULTZ, AG ;

SCHLESSI.RH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) :3963-3969

[6] PHOTOCHEMICAL-SYNTHESIS .62. THIONE PHOTOCHEMISTRY, AND CHEMISTRY OF S2 STATE [J].

DEMAYO, P .

ACCOUNTS OF CHEMICAL RESEARCH, 1976, 9 (02) :52-59

[7] TRANSITION STRUCTURES FOR INTRAMOLECULAR HYDROGEN-ATOM TRANSFERS - THE ENERGETIC ADVANTAGE OF 7-MEMBERED OVER 6-MEMBERED TRANSITION STRUCTURES [J].

DORIGO, AE ;

HOUK, KN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (07) :2195-2197

[8] A NEW MECHANISM FOR THE PHOTOCLEAVAGE OF MONOTHIOIMIDES [J].

FU, TY ;

SCHEFFER, JR ;

TROTTER, J .

TETRAHEDRON LETTERS, 1994, 35 (20) :3235-3238

[9] PHOTOINDUCED REACTIONS .142. INTRAMOLECULAR HYDROGEN ABSTRACTION FROM TRIPLET-STATES OF 2,4,6-TRIISOPROPYLBENZOPHENONES - IMPORTANCE OF HINDERED ROTATION IN EXCITED-STATES [J].

ITO, Y ;

NISHIMURA, H ;

UMEHARA, Y ;

YAMADA, Y ;

TONE, M ;

MATSUURA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (06) :1590-1597

[10] EFFICIENCY FOR SOLID-STATE PHOTOCYCLIZATION OF 2,4,6-TRIISOPROPYLBENZOPHENONES [J].

ITO, Y ;

MATSUURA, T ;

FUKUYAMA, K .

TETRAHEDRON LETTERS, 1988, 29 (25) :3087-3090

← 1 2 →