IMINOPHOSPHORANE-SUBSTITUTED PROTON SPONGES .4. COMPARISON OF X-RAY MOLECULAR-STRUCTURES WITH SOLUTION PROPERTIES (PKA, H-1 AND C-13 NMR-SPECTROSCOPY)

被引：37

作者：

LAYNEZ, J ^{[1
]}

MENENDEZ, M ^{[1
]}

VELASCO, JLS ^{[1
]}

LLAMASSAIZ, AL ^{[1
]}

FOCESFOCES, C ^{[1
]}

ELGUERO, J ^{[1
]}

MOLINA, P ^{[1
]}

ALAJARIN, M ^{[1
]}

VIDAL, A ^{[1
]}

机构：

[1] FAC CIENCIAS MURCIA,DEPT QUIM ORGAN,E-30071 MURCIA,SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 04期

关键词：

D O I：

10.1039/p29930000709

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Classical 'proton sponges' related to 1,8-bis(dimethylamino)naphthalene (DMAN) and new ones derived from the replacement of one or both dimethylamino groups by iminophosphorane groups are compared (i) in the solid state using crystallographic data, (ii) in solution in deuteriochloroform and [H-2(6)]dimethyl sulfoxide by H-1 and C-13 NMR spectroscopy, (iii) in water and ethanol-water mixtures by determining their pK(a)'s. The conclusion is that the new sponges are stronger than the classical ones but, since they decompose when the acid proton is removed are of no practical value as chemical reagents.

引用

页码：709 / 713

页数：5

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