Étude cinétique de la synthèse des carbocyanines. I. Aminolyse des sels de ß-ethylthiovinyl-2 cycloammoniums

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1975

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Persée

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Copyright PERSEE 2003-2023. Works reproduced on the PERSEE website are protected by the general rules of the Code of Intellectual Property. For strictly private, scientific or teaching purposes excluding all commercial use, reproduction and communication to the public of this document is permitted on condition that its origin and copyright are clearly mentionned.



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A. Guillaume et al., « Étude cinétique de la synthèse des carbocyanines. I. Aminolyse des sels de ß-ethylthiovinyl-2 cycloammoniums », Bulletins de l'Académie Royale de Belgique, ID : 10.3406/barb.1975.58019


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Summary. — Salts of β-ethylthiovinyl cycloammoniums are generated, as stable intermediates, during the synthesis of carbocyanines starting from orthoesters and quaternary salts with activated methyl groups. In order to set up a reaction scheme of this synthesis, reactivity of these intermediates towards nucleophiles was investigated. Therefore, kinetical parameters of the reaction of 2(β-ethylthiovinyl) 1,3,3-trimethyl indoleninium iodide (trans form) with a series of anilines were determined. The reaction is looked at in acetonitrile at 25 °C. The observed rate constant (κapp.) follows the equation : [formule] pointing out the double part played by the anilines (A).

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