7.

Synthesis of benzyl chlorides and cycloveratrylene macrocycles using benzylic alcohols under homogeneous catalysis by HCl/dioxane

Yolanda Marina Vargas-Rodríguez , Melchor Vargas , René Miranda , Bernardo Francisco, Olivia Noguez, José Antonio Morales-Serna and Manuel Salmón

Departamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, Campo No. 1, Santa María Las Torres, Cuautitlán Izcalli, Estado de México, CP 54740, México.

Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, México, D.F., México.

Abstract: The synthesis of benzyl chlorides, cyclic derivatives cyclotriveratrylene and cyclotripiperotrylene were carried out in using the HCl/dioxane system as a catalyst. The reaction proceeded with high selectivity and is sensitive to the number of alkyl and methoxy substituent on the aromatic ring.

Keywords: Benzyl alcohols; veratrole alcohol; benzyl chlorides; cyclotripiperotrylene; cyclotriveratrylene.