Infrared intensities as a quantitative measure of intramolecular interactions. VI. Pyridine, pyridine 1-oxide, and monosubstituted derivatives. Nu16 band near 1600 cm.-1

Infrared intensities as a quantitative measure of intramolecular interactions. VI. Pyridine, pyridine 1-oxide, and monosubstituted derivatives. Nu16 band near 1600 cm.-1
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红外强度作为分子内相互作用的定量测量。

DOI:
10.1021/ja01031a020
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发表时间:
1969
影响因子:
15
通讯作者:
R. D. Topsom
R. D. Topsom
中科院分区:
化学1区
文献类型:
--
作者:
A. Katritzky;C. R. Palmer;F. J. Swinbourne;T. Tidwell;R. D. Topsom

文献摘要

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Integrated intensities for pyridine, pyridine 1-oxide, and 1-substituted pyridinium compounds are used to derive values for: N· and: N+(X)·“substituents.” Intensities for series of 4-substituted pyridines and pyri-dine 1-oxides provide evidence for direct interaction between the substituent and the hetero group for donor pyri-dines and for both acceptor and donor pyridine oxides. Intensities for 3-substituted pyridines show fair agreement with those calculated using the treatment discussed for meto-disubstituted benzenes. 2-Substituted pyridines are compared and discussed with reference to or/Aodisubstituted benzenes.We have previously shown that the total integrated intensity area of the infrared ring stretching bands near 1600 cm-1 for monosubstituted3 and for para-f meta-, 1 and or/Ao-disubstituted1 benzenes are related to the values of the substituent (s) by relations 1-4. These equations refer to substituents of at least C2v symmetry—for less symmetrical substituents, appropriate correction factors have been derived. 1· 4 For para-disubstituted benzenes a further correction must be applied where direct interaction occurs. 4 For du-renes an equation similar to (1) applies in the absence of steric hindrance. 3