Aromaticity in heterocyclic systems. II. the application of N.M.R. in a study of the synthesis and structure of certain lmidazo[1,2‐c]pyrimidines and related pyrrolo[2,3‐d]pyrimidines | Zendy

Noell C. Wayne | Zendy; Robins Roland K. | Zendy

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Aromaticity in heterocyclic systems. II. the application of N.M.R. in a study of the synthesis and structure of certain lmidazo[1,2‐c]pyrimidines and related pyrrolo[2,3‐d]pyrimidines

Author(s) -

Noell C. Wayne,

Robins Roland K.

Publication year - 1964

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570010108

Subject(s) - chemistry , pyrimidine , aromaticity , ring (chemistry) , derivative (finance) , deuterium , molecule , bicyclic molecule , ultraviolet , ion , stereochemistry , medicinal chemistry , computational chemistry , organic chemistry , physics , quantum mechanics , financial economics , economics

Nuclear magnetic resonance spectra have been utilized in several instances to distinguish between ring closure to a derivative of imidazo[1, 2‐c]pyrimidine or pyrrolo[2, 3‐d]pyrimidine. N.m.r. studies have also been employed to select Vc as the most probable structure for 5‐methylthio‐2, 7‐imidazo[1, 2‐c]pyrimidinedione. Ultraviolet absorption spectra and n.m.r. studies in deuterium oxide support the conclusion that there is more aromaticity in the anion V g than in the neutral molecule. The present work describes several new synthetic routes to derivatives of imidazo[1,2‐c]pyrimidine and pyrrolo[2,3‐d]pyrimidine.

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