ATROPISOMERISM OF 1-ALKYLCYCLOHEPTA[B]PYRROL-2(1H)-ONES - ISOLATION OF THE ROTATIONAL ISOMERS OF 1-(2,4-DIMETHYL-3-PENTYL)CYCLOHEPTA[B]PYRROL-2(1H)-ONE

被引:1
作者
IKEDA, Y [1 ]
KATO, N [1 ]
MORI, A [1 ]
TAKESHITA, H [1 ]
机构
[1] KYUSHU UNIV 86,INST ADV MAT STUDY,KASUGA,FUKUOKA 816,JAPAN
关键词
ATROPISOMERIZATION OF THE C-N BOND; CYCLOHEPTA[B]PYRROL-2(1H)-ONES; POSITIVE BUTTRESSING EFFECT;
D O I
10.1002/mrc.1260300604
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1-Alkylcyclohepta[b]pyrrol-2(1H)-ones showed rotational isomerism around the C-N bond. Two rotamers of the 1-(2,4-dimethyl-3-pentyl) derivative were isolable by high-performance liquid chromatography at 0-degrees-C. The activation free energy, measured by the line-shape analysis of the variable-temperature NMR spectra, was 86.8 kJ mol-1 at 25-degrees-C. In a bromo derivative, a positive buttressing effect was observed.
引用
收藏
页码:476 / 480
页数:5
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