NMR analysis of a series of 1,2-bis(1-R-5-oxo-2,3-dihydro-1H-pyrrol-4-ylidene)ethanes and X-ray crystal structure analysis of the R = mesityl compound

Liu, Q; Song, XQ; Yan, H

HERO ID

2902505

Reference Type

Journal Article

Year

2014

Language

English

PMID

25279597

HERO ID 2902505
In Press No
Year 2014
Title NMR analysis of a series of 1,2-bis(1-R-5-oxo-2,3-dihydro-1H-pyrrol-4-ylidene)ethanes and X-ray crystal structure analysis of the R = mesityl compound
Authors Liu, Q; Song, XQ; Yan, H
Volume 70
Issue Pt 10
Page Numbers 965-970
Abstract Four tetramethyl 4,4'-(ethane-1,2-diylidene)bis[1-R-5-oxo-4,5-dihydro-1H-pyrrole-2,3-dicarboxylate] compounds, denoted class (1), are a series of conjugated buta-1,3-dienes substituted with a heterocyclic group. The compounds can be used as dyes and pigments due to their long-range conjugated systems. Four structures were studied using (1)H NMR, (13)C NMR and mass spectroscopy, viz. with R = 2,4,6-trimethylphenyl, (1a), R = cyclohexyl, (1b), R = tert-butyl, (1c), and R = isopropyl, (1d). A detailed discussion is presented regarding the characteristics of the three-dimensional structures based on NMR analysis and the X-ray crystal structure of (1a), namely tetramethyl 4,4'-(ethane-1,2-diylidene)bis[5-oxo-1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-pyrrole-2,3-dicarboxylate], C36H36N2O10. The conjugation plane and stability were also studied via quantum chemical calculations.
Doi 10.1107/S2053229614020099
Pmid 25279597
Is Certified Translation No
Dupe Override No
Comments Journal: Acta crystallographica. Section C, Structural chemistry ISSN: 2053-2296
Is Public Yes
Language Text English