THE PYROLYSIS OF BUTATRIENONE PRECURSORS - 3,4-DIAZATRICYCLO[5.2.1.0/2,6]DECA-3,8-DIENE-ENDO-CIS-2,6-DICARBOXYLIC ANHYDRIDE AND ITS 5,5-DIPHENYL DERIVATIVE

被引:3
作者
ANDERSON, MR
BROWN, RFC
BROWNE, NR
EASTWOOD, FW
FALLON, GD
GAN, DPC
PULLIN, ADE
STAFFA, AC
机构
[1] Department of Chemistry, Monash University, Clayton, VIC
关键词
D O I
10.1071/CH9900549
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Flash vacuum pyrolysis of the title anhydride (4) gave a poor yield of butatrienone, detected by argon matrix isolation infrared spectroscopy. Similar pyrolysis of the 5, 5-diphenyl derivative (8) failed to give diphenylbutatrienone; the red product (16) is considered to have been formed by dimerization of an intermediate 2 H-indenylidenemethanone (15). The crystal structure of (16) has been determined. © 1990 ASEG.
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页码:549 / 560
页数:12
相关论文
共 11 条
[1]   GENERATION OF BUTATRIENONE (VINYLIDENEKETENE) BY FLASH VACUUM PYROLYSIS AND MEASUREMENT OF ITS MICROWAVE-SPECTRUM [J].
BROWN, RD ;
BROWN, RFC ;
EASTWOOD, FW ;
GODFREY, PD ;
MCNAUGHTON, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (16) :4705-4708
[2]   SYNTHESIS OF PRECURSORS OF C4-CUMULENONE AND C5-CUMULENONE [J].
BROWN, RFC ;
COULSTON, KJ ;
EASTWOOD, FW ;
GATEHOUSE, BM ;
GUDDATT, LW ;
PFENNINGER, M ;
RAINBOW, I .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (12) :2509-2524
[3]   ARGON MATRIX STUDY OF THE INFRARED-SPECTRUM OF BUTATRIENONE [J].
BROWN, RFC ;
COULSTON, KJ ;
EASTWOOD, FW ;
PULLIN, ADE ;
STAFFA, AC .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1990, 43 (03) :561-577
[4]  
Diels O, 1931, LIEBIGS ANN CHEM, V490, P236
[5]   BICYCLO[2.2.1]HEPTA-2,5-DIENE-2,3-DICARBOXYLIC ANHYDRIDE [J].
EDMAN, JR ;
SIMMONS, HE .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (10) :3808-&
[6]   CRYSTAL-STRUCTURES OF SOME NIOBIUM AND TANTALUM OXIDES .8. THE 5RB2O-14.6TA2O5 PHASE - A TUNNEL STRUCTURE [J].
FALLON, GD ;
GATEHOUSE, BM .
JOURNAL OF SOLID STATE CHEMISTRY, 1980, 34 (02) :193-198
[7]  
Ibers J. A., 1974, INT TABLES XRAY CRYS, VIV
[8]   CHEMISTRY OF THE CUMULENES .5. WITTIG REACTION WITH CARBON SUBOXIDE - SYNTHESIS OF DIMETHYL 1,5-DIPHENYL-1,2,3,4-PENTATETRAENEDICARBOXYLATE [J].
NADER, FW ;
BRECHT, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (01) :93-94
[9]   HYDROPHOBIC ACCELERATION OF DIELS-ALDER REACTIONS [J].
RIDEOUT, DC ;
BRESLOW, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (26) :7816-7817
[10]  
SHELDRICK GM, 1975, SHELX PROGRAM CRYSTA