DYNAMIC STEREOCHEMISTRY OF TRI(3-METHYL-1-AZULENYL)METHYL CATION - THE 1ST EXAMPLE OF ONE-RING FLIP MECHANISM

被引:13
作者
ITO, S [1 ]
MORITA, N [1 ]
ASAO, T [1 ]
机构
[1] TOHOKU UNIV,COLL GEN EDUC,DEPT CHEM,AOBA KU,SENDAI,MIYAGI 980,JAPAN
关键词
D O I
10.1016/S0040-4039(00)61014-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dynamic stereochemistry of tri(3-methyl-1-azulenyl)methyl hexafluorophosphate was studied by H-1 NMR and the spectra were analyzed by flip mechanism. The low temperature NMR indicated the compound exists in two propeller conformations (C3 and C1 symmetry), and at higher temperature the spectra reflect rapid isomerization, which were interpreted in terms of one-ring flip mechanism. The process has activation energy of 13.2 kcal/mol.
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页码:6669 / 6672
页数:4
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