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Reactions of tautomeric quaternary phosphonium salts based on triphenylphosphine and 3-phenylpropargyl bromide with nitrogen nucleophiles |
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| Authors: | Khachatrian R. A. Zalinian S. A. Bagdasarian G. B. Sarkisova E. A. Indzhikian M. G. |
| Affiliation: | (1) National Academy of Sciences of the Republic of Armenia, Institute of Organic Chemistry, 167a ul. Zakhariya Kanakertsi, 375091 Yerevan, Republic of Armenia |
| Abstract: | Triphenyl(3-phenylprop-1-ynyl)phosphonium bromide (3) was isolated. This compound is a third isomer for the tautomeric system triphenyl(3-phenylpropadienyl)phosphonium bromide (1)  triphenyl(3-phenylprop-2-ynyl)phosphonium bromide (2). Salts 1 and 2 smoothly react with secondary amines to give adducts with an  , -double bond, while salt 3 changes to an allene ylide. Addition of phenylhydrazine and triphenyl(phenylethynyl)phosphonium bromide to salts 1 and 2 and addition of dimethylformamide to salt 2 were performed. |
| Keywords: | triphenyl(3-phenylprop-2-ynyl)phosphonium bromide triphenyl(3-phenylpropadienyl)phosphonium bromide triphenyl(3-phenylprop-1-ynyl)phosphonium bromide isomerization amines ylide phenylhydrazine |
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