SUBSTITUENT EFFECT ON GAS-PHASE BASICITY OF 1-PHENYLPROPYNE - THERMODYNAMIC STABILITY AND RESONANCE DEMAND OF 1-PHENYLPROPENYL CATIONS

被引：5
|
作者：
KOBAYASHI, S
MATSUMOTO, T
TANIGUCHI, H
MISHIMA, M
FUJIO, M
TSUNO, Y
机构：
[1] INST MOLEC SCI,OKAZAKI,AICHI 444,JAPAN
[2] KYUSHU UNIV,FAC ENGN,DEPT CHEM SCI & TECHNOL,HIGASHI KU,FUKUOKA 812,JAPAN
[3] KYUSHU UNIV,FAC SCI,DEPT CHEM,HIGASHI KU,FUKUOKA 812,JAPAN
来源：
TETRAHEDRON LETTERS | 1993年 / 34卷 / 37期
关键词：
D O I：
10.1016/S0040-4039(00)73810-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Gas phase basicities have been determined for 1-phenylpropynes by measurement of proton transfer equilibrium with a pulsed ion cyclotron resonance spectrometer. The LArSR analysis of the substituent effect gave a rho of -13.3 and an r of 1.12. The r value satisfies the relationship of ''resonance demand-carbocation stability'' derived for ordinary sp2-hybridized benzylic carbocations as well as that of phenylacetylene.
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收藏
页码：5903 / 5906
页数：4
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