Formation of metal-lustrous organic crystals from 2-aryl-1-(4-methoxyphenyl)-5-(5-tricyanoethenyl-2-thienyl)pyrroles

Various 2-aryl-1-(4-methoxyphenyl)-5-(5-tricyanoethenyl-2-thienyl)pyrroles ( 3 ) were synthesized. When the 2-aryl group of 3 is phenyl, 4-tolyl, and 4-methoxyphenyl, organic crystals with greenish yellow metallic luster are formed. In contrast, a 2-(4-fluorophenyl) derivative of 3 gives gold-like l...

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Bibliographic Details
Published inTetrahedron Vol. 62; no. 11; pp. 2484 - 2491
Main Authors Ogura, Katsuyuki, Ooshima, Kenji, Akazome, Motohiro, Matsumoto, Shoji
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 13.03.2006
Elsevier
Subjects
4-Methoxyphenyl group
Chemistry
Chemistry, Organic
Metallic luster
Physical Sciences
Ribbon-like molecular arrangement
Science & Technology
Sheet-like molecular arrangement
π-Conjugated molecule
π-Conjugated molecule
4-Methoxyphenyl group
Metallic luster
Sheet-like molecular arrangement
Ribbon-like molecular arrangement
ribbon-like molecular arrangement
COMPLEXES
metallic luster
HYDROGEN-BONDS
4-methoxyphenyl group
pi-conjugated molecule
SUPRAMOLECULAR SYNTHONS
AROMATIC GUEST
CH/PI INTERACTION
ARCHITECTURE
INCLUSION CRYSTALS
DERIVATIVES
sheet-like molecular arrangement
CENTER-DOT-F
C-H
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Summary:Various 2-aryl-1-(4-methoxyphenyl)-5-(5-tricyanoethenyl-2-thienyl)pyrroles ( 3 ) were synthesized. When the 2-aryl group of 3 is phenyl, 4-tolyl, and 4-methoxyphenyl, organic crystals with greenish yellow metallic luster are formed. In contrast, a 2-(4-fluorophenyl) derivative of 3 gives gold-like lustrous crystals. The relation of their crystal structures with the appearance of metallic color is mentioned. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.12.055