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Analysis of the carbon and proton NMR spectra of 2‐arylthiophenes and related heterocycles
Author(s) -
Del Mazza Dario,
Reinecke Manfred G.,
Smith William B.
Publication year - 1989
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260270218
Subject(s) - chemistry , furan , thiophene , chemical shift , carbon 13 nmr , proton , proton nmr , nmr spectra database , ring (chemistry) , two dimensional nuclear magnetic resonance spectroscopy , spectral line , carbon fibers , stereochemistry , computational chemistry , organic chemistry , physics , materials science , quantum mechanics , astronomy , composite number , composite material
Complete proton and carbon NMR assignments were made for five 2‐(2‐X‐phenyl)thiophenes (X = NH 2 , NO 2 , COOH, Br), four 2,5‐diphenylheterocycles (thiophene, furan and N ‐methyl‐ and N ‐phenylpyrrole) and N ‐phenylpyrrole using HETCOR, COSY, XCORFE and, in one case, NOESY 2D NMR techniques. In the first set of compounds a good correlation was found between the chemical shifts of certain carbon atoms and σ p and/or the Q ‐parameter. In the second series the expected correlation with the aromatic character of the heterocycle was observed primarily with the furan compound, where the heterocyclic ring strongly increases the electron density of the phenyl rings.