Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/32116

TitleSynthesis and solvatochromism studies of novel bis(indolyl)methanes bearing functionalized arylthiophene groups as new colored materials
Author(s)Oliveira, Elisabete J.
Batista, Rosa Maria Ferreira
Costa, Susana P. G.
Raposo, M. Manuela M.
Lodeiro, Carlos
KeywordsBis-indolylmethanes
Solvatochromism
Synthesis
Heterocycles
Thiophene
Pyrrole
UV-visible spectroscopy
Arylthiophene pi-bridges
Issue date2014
PublisherRoyal Society of Chemistry
JournalPhotochem. Photobiol. Scien.
Abstract(s)The demand for dyes with solvatochromic properties has increased in the last few years, mainly due to their wide range of applications in the analytical and industrial fields, such as in the textile industry. The phenomenon of solvatochromism is associated with the differential solvation of the ground and excited states of the solvatochromic compounds, leading to an important tool for the study of the nature of solute–solvent interactions. In this paper we report the synthesis of new bis(indolyl)methane derivatives bearing arylthiophene spacers (2a–d) functionalized with electron-donating and electron- withdrawing groups, and the photophysical studies in different solvents, such as ethanol, acetonitrile, dichloromethane, trichloromethane, dimethylsulfoxide, diethylether and 1,4-dioxane. Aiming to explore their solvatochromic behavior in the ground and excited states, all solvents employed have different hydrogen-bond donor abilities. The largest colour modifications were visualized for compound 2b, the solution colours of which are orange in DMSO, blue in trichloromethane, green in dichloromethane and purple in 1,4-dioxane. A negative solvatochromism was observed in 2b and positive one in 2a, 2c and 2d.
TypeArticle
URIhttp://hdl.handle.net/1822/32116
DOI10.1039/C3PP50352F
ISSN1474-905X
Peer-Reviewedyes
AccessOpen access
Appears in Collections:CDQuim - Artigos (Papers)

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