SOLVOLYTIC STUDIES OF UNSATURATED 11-HYDROXYMETHYLBICYCLO[4.4.1]UNDECANE 3,5-DINITROBENZOATES - VALENCE ISOMERIZATION LEADING TO CONFORMATIONALLY DISTINGUISHABLE ANNULATED NORCARADIENYLCARBINYL CATIONS AND QUESTION OF REMOTE PPI STABILIZATION OF SUCH SIGMA-DELOCALIZED SYSTEMS

被引:34
作者
THOMPSON, GL [1 ]
HEYD, WE [1 ]
PAQUETTE, LA [1 ]
机构
[1] OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
关键词
D O I
10.1021/ja00817a026
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:3177 / 3190
页数:14
相关论文
共 83 条
[71]   A STUDY OF VALENCE TAUTOMERISM OF CYCLOHEPTATRIENE-NORCARADIENE [J].
TSUJI, T ;
TERATAKE, S ;
TANIDA, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1969, 42 (07) :2033-+
[72]   ASSIGNMENT OF THE OLEFINIC POSITION IN UNSATURATED ACIDS BY MEANS OF THE IODOLACTONIZATION REACTION [J].
VANTAMELEN, EE ;
SHAMMA, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (09) :2315-2317
[73]  
VOGEL E, 1965, TETRAHEDRON LETT, P3625
[74]  
VOGEL E, 1963, TETRAHEDRON LETT, P673
[75]   SYNTHESIS OF OXEPIN DERIVATIVE [J].
VOGEL, E ;
BOLL, WA ;
SCHUBART, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1964, 3 (07) :510-&
[76]  
VOGEL E, 1972, LIEBIGS ANN CHEM, V759, P1
[77]  
VOGEL E, 1968, P ROBERT A WELCH F C, V12, P215
[78]   CYCLOPROPANES .15. OPTICAL STABILITY OF 1-METHYL-2,2-DIPHENYLCYCLOPROPYLLITHIUM [J].
WALBORSKY, HM ;
IMPASTATO, FJ ;
YOUNG, AE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (16) :3283-&
[79]   NORCARADIENYLCARBINYL CATION - EFFECTIVE PI PARTICIPATION IN A SIGMA-DELOCALIZED CYCLOPROPYLCARBINYL SYSTEM - MAGNITUDE OF NORCARADIENE-CYCLOHEPTATRIENE ENERGY-GAP [J].
WARNER, P ;
LU, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) :5099-5100
[80]  
WARNER PM, 1972, THESIS U CALIFORNIA