98587-92-9

Upstream product

• 98587-74-7 (4-Chloro-phenyl)-methyl-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-ammonium; perchlorate 

Downstream Products

• 98587-74-7 (4-Chloro-phenyl)-methyl-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-ammonium; perchlorate 

Relevant academic research and scientific papers

Photoisomerization of Some N-Aryl α,β-Unsaturated Iminium Salts

A series of N- and C-diaryl-substituted α,β-unsaturated iminium salts have been prepared in which a systematic change in the substituents on the aromatic rings was made.The photochemically induced isomerizations of these salts were examined in trifluoroacetic acid, a medium in which thermally induced isomerizations of these cations were generally slow.Photoisomerization about both the C=C and C=N partial double bonds of these iminium salts was observed, leading eventually to the formation of a photostationary state consisting of four isomers.Apart from cations containing a nitro substituent, the ratios of the quantum efficiencies for C=C vs C=N isomerization remained essentially constant as substituents on the two aryl rings were changed, suggesting that the prependicular excited singlet states involved in these reactions have "biradical" character.The reduction potentials of the iminium salts were measured.Isomerization about the C=N bond of one of the salts ahown to occur by a photoinitiated electron transfer from tris (2,2'-bipyridine)ruthenium(II) dichloride.

Mechanisms of the Thermal Isomerization about the C=N+ Bond of Some Iminium Salts

The thermal stereomutations of a series of N-aryl 3-arylpropenylidene iminium perchlorate salts have been examined.These salts crystallize as E,E isomers but isomerize thermally about the C=N bond in solution The rates of isomerization (8 9) were measured at 100 deg C in trifluoroacetic acid.A Hammett correlation of the rate constants indicated that two mechanisms operate in the system.The iminium salts with electron-withdrawing substituents react by a nucleophile-catalyzed mechanism, while those with electron-donating substituents isomerize by a protonation mechanism.This latter process was shown to involve protonation on nitrogen.