Revista Colombiana de Química
Print version ISSN 0120-2804
TAFURT, Geovanna et al. CHEMICAL REACTIVITY IN THE INTRAMOLECULAR FRIEDEL-CRAFTS ALKYLATION OF TV-BENZYL SUBSTITUTED ORTHO -ALLYLANILFNES. Rev.Colomb.Quim. [online]. 2009, vol.38, n.3, pp. 409-423. ISSN 0120-2804.
In this work, experimental studies of intramolecular Friedel-Crafts alkylation of N-benzyl sustituted ortho-allylanilines are reported; the results explain the formation of both dihydrodibenz[b,e]azepine and tetrahydrodibenz[b,ƒ]azocine isomers from kinetic and thermodynamic points of view. The concentration changes resulting from treatment under heterogeneous conditions were followed by Gas Chromatography-Flame Ionization Detector (GC-FID), while Ultraviolet-Visible (UV-Vis) spectroscopy with Multivariate Curve Resolution-Alternating Least Squares (MCR-ALS) chemometric analysis were used for analysis of the effects of reaction conditions in homogeneous phase and in-situ. With the obtained results could be conclude that the supervision of parameters such as rate constants and activation energies proved the effects of substituent, temperature, agitation speed and concentration on reaction velocity and regioselectivity.
Keywords : Intramolecular Friedel-Crafts Alkylation; dihydrodibenz[b,e]azepines; tetrahydrodibenz[b,ƒ]azocines; ortho-allylanilines; MCR-ALS.