Metal Complexes of Purine and Some of its ... - ACS Publications

purine according to the procedure of G. ?lion, et ~ 1 . ~. Melting point: .... 0, X 327 mp; 8 , X 312 mp. Y = obsd. .... 6.4. 6.2. 5.2. 7.3. 6.4 const...
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METALCOMPLEXES OF PURINE AND SOME OF

June 5 , 1959

ITS

DERIVATIVES

2611

[CONTRIBUTION FROM THE DEPARTMENT OF CHEMISTRY, UNIVERSITY OF PITTSBURGH]

Metal Complexes of Purine and Some of its Derivatives B Y GRAEME E.

CHENEY,

HENRY FREISER' A N D QUINTUSFERNANDO

RECEIVED SEPTEMBER 2, 1958 The acid dissociation constants of purine and some of its derivatives have been investigated and the reactions between these purines and certain divalent metal ions have been described. The stoichiometry of the metal complexes in the acid region has been determined; also, their formation constants have been evaluated.

The Calvin-Bjerrum2 potentiometric titration technique and spectrophotometric measurements have been used to study the behavior of some divalent metal ions with purine and some of its derivatives This investigation is a part of a systematic study of the interactions of metal ions with purines and pyrimidines. Previous work3 on the reaction between 6-aminopurine (adenine) and divalent metal ions indicated that the imino group of the imidazole ring was involved in the reaction. The present work shows that this is not the case with 6-mercapto-, 6-hydroxy- and 9-methyl-6-mercaptopurine but is so with purine, 6-chloro- and 6-methylmercaptopurine. The compounds investigated in this study are conveniently represented by I

x I

C

N

r\;l& A c / 7 \

I

I1

H-c