REACTIVE ANNULENONES - A COMPARATIVE-STUDY

被引:15
作者
GAVINA, F
COSTERO, AM
GONZALEZ, AM
机构
[1] Departamento de Quimica Orgdnica, Facultad de Quimica, Universidad de Valencia, 46100 Burjassot, Valencia
关键词
D O I
10.1021/jo00294a018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new and hitherto elusive annulenones, 3-phenylcyclopentadienone and bicyclo[3.3.0]octa-l(5),3,6-triene-2,8-dione, are reported. Their lifetimes and reactivities have been studied in comparison with those of the related annulenones cyclopentadienone and 4-phenylbicyclo[3.3.0]octa-l(5),3,6-triene-2,8-dione. The influence of structure and substituents on the stabilities of these species has thereby been established. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2060 / 2063
页数:4
相关论文
共 12 条
[1]   DEPENDENCE OF ARYL ETHER ACYLATION UPON LEWIS ACID STOICHIOMETRY [J].
BUCKLEY, TF ;
RAPOPORT, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (09) :3056-3062
[2]   REINVESTIGATION OF CONDENSATION OF ALIPHATIC KETONES WITH BENZIL [J].
CLARK, TJ .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (09) :1749-1751
[3]   ARYNIC SPECIES - EFFECT OF SUBSTITUENTS ON THE REACTIVITY OF MONOSUBSTITUTED DEHYDROBENZENES [J].
GAVINA, F ;
LUIS, SV ;
COSTERO, AM ;
GIL, P .
TETRAHEDRON, 1986, 42 (01) :155-166
[4]   REACTIVITY OF FREE CYCLOPENTADIENONE IN CYCLOADDITION REACTIONS [J].
GAVINA, F ;
COSTERO, AM ;
GIL, P ;
LUIS, SV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (07) :2077-2080
[5]   EXISTENCE AND REACTIVITY OF BICYCLIC ANNULENONES - 4-PHENYLBICYCLO[3.3.0]OCTA-1(5),3,6-TRIENE-2,8-DIONE [J].
GAVINA, F ;
COSTERO, AM ;
LUIS, SV .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (24) :4616-4618
[6]   PERICYCLIC-REACTIONS OF FREE CYCLOPENTADIENONE [J].
GAVINA, F ;
COSTERO, AM ;
GIL, P ;
PALAZON, B ;
LUIS, SV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (07) :1797-1798
[7]   QUANTITATIVE DEALKYLATION OF ALKYL ETHERS VIA TREATMENT WITH TRIMETHYLSILYL IODIDE - NEW METHOD FOR ETHER HYDROLYSIS [J].
JUNG, ME ;
LYSTER, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (23) :3761-3764
[8]  
MATSUMOT.T, 1967, TETRAHEDRON LETT, P4097
[9]  
OLDEN E, 1970, J CHEM ENG DATA, V15, P459
[10]   3-PHASE TEST FOR REACTIVE INTERMEDIATES - CYCLOBUTADIENE [J].
REBEK, J ;
GAVINA, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (22) :7112-7114