POLAR SUBSTITUENT EFFECTS OF ORGANOPHOSPHORUS ESTERS IN STRUCTURE-REACTIVITY STUDIES

查看全文 作　　者：Wen Xiang HU Cheng Ye YUAN Shu Sen LI Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Lu,Shanghai 200032 Institute of Pharmacology and Toxicology,Academy of Military Medical Sciences,Beijing 100850. 出　　处：《Chinese Chemical Letters》索引1992年第3卷第8期,共4页 基　　金：Project Supported by National Science Foundation of China. 摘　　要：In order to study the polar substituent effect almost with no steric effect in organophosphoruschemistry,a series of 4-substituted-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-oxides(1)and p-substitutedphenylphosphonates(2)and corresponding mono hexyl esters(3)as model were synthesized.³¹P-NMR chemicalshifts of compounds(1)in methanol and deuterioacetone were determined.The Δδ values reflect 4-sbstituent po-lar effect.The ³¹P-NMR of compounds(2)and(3)and the pKa of compounds(3)were also measured.Theresults showed that the trend of polar effects of substituents in both carboxylic and organophosphates chemistryare similar,and the change of polar effects in variation with the alkyl groups is not significant. 关 键 词：SUBSTITUENT carboxylic STERIC ESTERS POLAR alkyl substituted hexyl OCTANE constants