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Organometallics in Cyanine Chemistry − Synthesis, Reactivity and Photophysical Properties of some Heptamethine Merocyanine Dyes
Author(s) -
Viteva Lilia,
Gospodova Tzveta,
Stefanovsky Yuri,
Petrova Krasimira,
Timtcheva Iliana,
Mazières MarieRose,
Wolf JeanGerard
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300446
Subject(s) - chemistry , cyanine , merocyanine , reagent , photochemistry , solvent , lithium (medication) , reactivity (psychology) , fluorescence , solvent effects , absorption (acoustics) , solvatochromism , organic chemistry , combinatorial chemistry , photochromism , medicine , physics , alternative medicine , pathology , quantum mechanics , acoustics , endocrinology
A one‐pot reaction between lithium reagents of ketones and pentamethine cyanine dyes affords a series of seven‐carbon merocyanines in good to excellent yields. In subsequent reactions with “soft” organolithium reagents they can be easily converted into anionic cyanine dyes, oxonols. The synthetic potential and limitations of this reaction are discussed. Absorption and fluorescence behavior of the studied merocyanines were found to depend on their substitution patterns and the solvent used. Based on the relationship between the absorption maxima and ET(30) (= solvent polarity parameter) constants, a different nature of the absorbing state in protic and non‐protic solvents can be assumed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)