COMPETING PATHWAYS IN THE PHOTOLYTIC CYCLOADDITION REACTIONS OF N-ETHOXYCARBONYLAZEPINE TO [60]FULLERENE - FORMATION OF [2+4] AND [2+6] PHOTOADDUCTS

被引:15
作者
BANKS, MR
CADOGAN, JIG
GOSNEY, I
HODGSON, PKG
LANGRIDGESMITH, PRR
MILLAR, JRA
PARKINSON, JA
SADLER, IH
TAYLOR, AT
机构
[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND
[2] BP INT LTD,CTR RES & ENGN,SUNBURY TW16 7LN,MIDDX,ENGLAND
关键词
D O I
10.1039/c39950001171
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photochemical reaction between [60]fullerene and N-ethoxycarbonylazepine, formed in situ by light-induced decomposition of ethyl azidoformate in benzene, produces two photoadducts in the ratio of 4:1 by formal [2 + 4] and [2 + 6] cycloaddition reactions as established by a series of high-field (600 MHz) NMR experiments.
引用
收藏
页码:1171 / 1172
页数:2
相关论文
共 17 条
[1]   REACTION OF C60 WITH SILYLENE, THE 1ST-FULLERENE SILIRANE DERIVATIVE [J].
AKASAKA, T ;
ANDO, W ;
KOBAYASHI, K ;
NAGASE, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (04) :1605-1606
[2]   PHOTOCHEMICAL [2+3] CYCLOADDITION OF C-60 WITH DISILIRANES [J].
AKASAKA, T ;
ANDO, W ;
KOBAYASHI, K ;
NAGASE, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :10366-10367
[3]   PHOTOPHYSICAL PROPERTIES OF C60 [J].
ARBOGAST, JW ;
DARMANYAN, AP ;
FOOTE, CS ;
RUBIN, Y ;
DIEDERICH, FN ;
ALVAREZ, MM ;
ANZ, SJ ;
WHETTEN, RL .
JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (01) :11-12
[4]   ELECTRON-TRANSFER TO TRIPLET C-60 [J].
ARBOGAST, JW ;
FOOTE, CS ;
KAO, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (06) :2277-2279
[5]   PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE [J].
AVERDUNG, J ;
ALBRECHT, E ;
LAUTERWEIN, J ;
LUFTMANN, H ;
MATTAY, J ;
MOHN, H ;
MULLER, WH ;
TERMEER, HU .
CHEMISCHE BERICHTE, 1994, 127 (04) :787-789
[6]   CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES [J].
AVERDUNG, J ;
MATTAY, J ;
JACOBI, D ;
ABRAHAM, W .
TETRAHEDRON, 1995, 51 (09) :2543-2552
[7]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATION OF FULLERENE MIXTURES USING A NOVEL STATIONARY-PHASE [J].
BANKS, MR ;
GOSNEY, I ;
JONES, AC ;
JONES, DS ;
LANGRIDGESMITH, PRR ;
MCQUILLAN, RJ ;
THORBURN, P .
CHROMATOGRAPHIA, 1993, 35 (9-12) :631-634
[8]   AZIRIDINO[2',3'/1,6][60]FULLERENE - ISOLATION OF THE FIRST CLOSED [5,6]-BRIDGED FULLERENE ADDUCT [J].
BANKS, MR ;
CADOGAN, JIG ;
GOSNEY, I ;
HODGSON, PKG ;
LANGRIDGESMITH, PRR ;
MILLAR, JRA ;
PARKINSON, JA ;
RANKIN, DWH ;
TAYLOR, AT .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (08) :887-888
[9]   BIS-FUNCTIONALIZATION OF C-60 VIA THERMAL REARRANGEMENT OF AN ISOLABLE FULLEROAZIRIDINE BEARING A SOLUBILIZING SUPERMESITYL ESTER MOIETY [J].
BANKS, MR ;
CADOGAN, JIG ;
GOSNEY, I ;
HODGSON, PKG ;
LANGRIDGESMITH, PRR ;
RANKIN, DWH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (11) :1365-1366
[10]   CHEMICAL-TRANSFORMATIONS ON THE SURFACE OF [60]FULLERENE - SYNTHESIS OF [60]FULLERENO[1',2'/4,5]OXAZOLIDIN-2-ONE [J].
BANKS, MR ;
CADOGAN, JIG ;
GOSNEY, I ;
HODGSON, PKG ;
LANGRIDGESMITH, PRR ;
MILLAR, JRA ;
TAYLOR, AT .
TETRAHEDRON LETTERS, 1994, 35 (48) :9067-9070