Direct observation of tautomeric forms of deuteroporphyrin derivatives by proton NMR spectroscopy: substituent effects and structure implications

Autor:	Margaret M. Harding, Sever Sternhell, Maxwell J. Crossley
Rok vydání:	1992
Předmět:	chemistry.chemical_compound chemistry Computational chemistry Stereochemistry Organic Chemistry Kinetic isotope effect Substituent Proton NMR Direct observation Nuclear magnetic resonance spectroscopy Spectroscopy Tautomer Porphyrin
Zdroj:	The Journal of Organic Chemistry. 57:1833-1837
ISSN:	1520-6904 0022-3263
Popis:	A study of the position of tautomeric equilibrium in deuteroporphyrin IX methyl ester (3) and monosubstituted derivatives 4-7 using variable-temperature studies on the N,N-dideuteriated derivatives 8-12 is reported. The kinetic isotope effect on the prototropic exchange process is sufficiently large to allow the convenient observation of the individual tautomers by 1 H NMR spectroscopy. As in the case of 2-substituted 5,10,15,20-tetraphenylporphyrins 1, the position of the tautomeric equilibrium in deuteroporphyrin derivatives is dependent on the substituent pattern on the porphyrin outer periphery
Databáze:	OpenAIRE
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