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Zare, Abdolkarim, Merajoddin, Maria, Zolfigol, Mohammad Ali. (1392). Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes. نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 3(2), 83-90.
Abdolkarim Zare; Maria Merajoddin; Mohammad Ali Zolfigol. "Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes". نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 3, 2, 1392, 83-90.
Zare, Abdolkarim, Merajoddin, Maria, Zolfigol, Mohammad Ali. (1392). 'Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes', نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 3(2), pp. 83-90.
Zare, Abdolkarim, Merajoddin, Maria, Zolfigol, Mohammad Ali. Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes. نشریه علمی پژوهشی دانشگاه آزاد اسلامی, 1392; 3(2): 83-90.

Study of an in situ carbocationic system formed from trityl chloride (Ph3CCl) as an efficient organocatalyst for the condensation of dimedone with arylaldehydes

Iranian Journal of Catalysis
مقاله 5، دوره 3، شماره 2، شهریور 2013، صفحه 83-90    اصل مقاله (399.84 K)
نویسندگان
Abdolkarim Zare* 1؛ Maria Merajoddin1؛ Mohammad Ali Zolfigol2
1Department of Chemistry, Payame Noor University, Iran.
2Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6541835583, Iran.
چکیده
Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. Formation of the carbocationic system is confirmed by studying IR, 1H NMR and UV spectra according to the literature. Moreover, a plausible mechanism based on the literature and observations is proposed for the reaction.
کلیدواژه‌ها
Trityl chloride (Ph3CCl)؛ Trityl carbocation؛ Organocatalyst؛ Dimedone (5؛ 5-dimethyl-1؛ 3-cyclohexanedione)؛ Arylaldehyde؛ 9-Aryl-1؛ 8-dioxo-octahydroxanthene
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