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Synthesis and structure of push-pull merocyanines based on barbituric and thio-barbituric acid.

ABSTRACT: Two compounds, 1,3-diethyl-5-{(2E,4E)-6-[(E)-1,3,3-tri-methyl-indolin-2-yl-idene]hexa-2,4-dien-1-yl-idene}pyrimidine-2,4,6(1H,3H,5H)-trione or TMI, C₂₅H₂₉N₃O₃, and 1,3-diethyl-2-sulfanyl-idene-5-[2-(1,3,3-tri-methyl-indolin-2-yl-idene)ethyl-idene]di-hydro-pyrimidine-4,6(1H,5H)-dione or DTB, C₂₁H₂₅N₃O₂S, have been crystallized and studied. These compounds contain the same indole derivative donor group and differ in their acceptor groups (in TMI it contains oxygen in the para position, and in DTB sulfur) and the length of the ?-bridge. In both materials, mol-ecules are packed in a herringbone manner with differences in the twist and fold angles. In both structures, the mol-ecules are connected by weak C-H?O and/or C-H?S bonds.

SUBMITTER: Bogdanov G

PROVIDER: S-EPMC6727061 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Synthesis and structure of push-pull merocyanines based on barbituric and thio-barbituric acid.

Bogdanov Georgii G Tillotson John P JP Bustos Jenna J Timofeeva Tatiana V TV

Acta crystallographica. Section E, Crystallographic communications 20190816 Pt 9

Two compounds, 1,3-diethyl-5-{(2E,4E)-6-[(E)-1,3,3-tri-methyl-indolin-2-yl-idene]hexa-2,4-dien-1-yl-idene}pyrimidine-2,4,6(1H,3H,5H)-trione or TMI, C25H29N3O3, and 1,3-diethyl-2-sulfanyl-idene-5-[2-(1,3,3-tri-methyl-indolin-2-yl-idene)ethyl-idene]di-hydro-pyrimidine-4,6(1H,5H)-dione or DTB, C21H25N3O2S, have been crystallized and studied. These compounds ...[more]

PMID: 31523455

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