SEMIEMPIRICAL (AM1, PM3 AND SAM1) CALCULATIONS OF THE PROTONATION ENTHALPIES OF PROTON SPONGES RELATED TO 1,8-DIAMINONAPHTHALENE - ESTIMATION OF THE AQUEOUS BASICITY OF NEW DESIGNED SUPERBASES

被引：19

作者：

LLAMASSAIZ, AL ^{[1
]}

FOCESFOCES, C ^{[1
]}

MARTINEZ, A ^{[1
]}

ELGUERO, J ^{[1
]}

机构：

[1] CSIC,INST QUIM MED,E-28006 MADRID,SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 05期

关键词：

D O I：

10.1039/p29950000923

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

AM1, PM3 and SAM1 calculations have been carried out on eight compounds related to 1,8-diaminonaphthalene, five known proton sponges and three new compounds (a quinolizine, an isoquinoline and a 2,7-naphthyridine). The acceptable results obtained for the correlation between pK(a) and protonation enthalpies for the first five compounds using either the AM1 or the SAM1 method, gives confidence to the predicted high basicity (between 19 and 22 pK(a) units) for the unknown compounds.

引用

页码：923 / 927

页数：5

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