Tetrahedron

Synthesis and acidity constants of 13 CO 2 H-labelled dicarboxylic acids. pK as from 13 C-NMR

DL Holmes, DA Lightner

Index: Holmes, Darren L.; Lightner, David A. Tetrahedron, 1996 , vol. 52, # 15 p. 5319 - 5338

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Citation Number: 21

Abstract

Simple dicarboxylic acids: adipic (1), succinic (2) and malonic (3); more complex linear tetrapyrroles with two propionic acid groups: mesobiliverdin-XIIIα (4) and mesobilirubin-XIIIα (5), and a rubin analog with a gem-dimethyl at C10 (6) were prepared with 99% 13C- enrichment in their CO2H groups. Their pKa values were determined from titration curves in water and in H2O-(CD3) 2SO solutions: plots of carboxyl carbon 13C-NMR chemical shifts ...