Solution and solid state (CPMAS) NMR studies of the tautomerism of six‐membered heterocyclic compounds related to 2‐pyridones

Article type: Research Article

Authors: López, Concepción | Claramunt, Rosa María^; | Alkorta, Ibon | Elguero, José

Affiliations: Departamento de Química Orgánica y Biología, Facultad de Ciencias, UNED, Senda del Rey 9, E‐28040 Madrid, Spain | Instituto de Química Médica, CSIC, Juan de la Cierva, 3, E‐28006 Madrid, Spain

Note: [] Corresponding authors. E‐mail: rclaramunt@ccia.uned.es.

Abstract: Several ^{ 13}C and ^{ 15}N chemical shifts of 2‐pyridone (1), 4(3H)‐pyrimidone (2), uracil (3) and cytosine (4) have been measured in solution and in the solid state. These data have been discussed in relation with the tautomerism of the four heterocycles. GIAO ab initio calculations of absolute shieldings have been carried out to identify the predominant tautomers in the case of compounds (1) and (2).

Journal: Spectroscopy, vol. 14, no. 3, pp. 121-126, 2000