Cross-conjugated Z- and E-3-ferrocenylmethylidene-4-methyl-2-phenylpenta-1, 4-dienes - Synthesis and some chemical properties
Por:
Mendoza J.M.M., Ramírez L.R., Toscano R.A., Ortega S.H., Toledano C.A., Alamo M.F., Klimova E.I.
Publicada:
1 ene 2007
Resumen:
Dehydration of (Z)- and (E)-4-ferrocenyl-3-isopropenyl-2-phenylbut-3-en-2- ols and Z-3-ferrocenylmethylidene-4-methyl-2-phenylpentane-2,4-diol affords (Z)- and (E)-3-ferrocenylethylidene-4-methyl-2-phenylpenta-1,4-dienes with a system of three cross-conjugated double bonds. One of the methylidene groups of the trienes obtained is smoothly protonated under the action of tetrafluoroboric acid etherate to yield (Z)- and (E)-3-ferrocenyl-2-isopropenyl1-methyl-1- phenylallyl tetrafluoroborates. The cross-conjugated trienes undergo cationic cycloaddition to these allylic cations as well as proton-induced cyclodimerization resulting in 7-ferrocenyl-4-ferrocenylmethylidene-l,3- dimethyl-5-phenyl-8-(1-phenylethylidene)bicyclo[3.3.1]non-2-ene and isomeric 1,5-diferrocenyl-2,6-diisopropenyl-3,7-diphenylocta1,3,6-trienes. © 2007 NRC Canada.
Filiaciones:
Mendoza J.M.M.:
Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacan, C.P. 04510, Mexico D.F., Mexico
Ramírez L.R.:
Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacan, C.P. 04510, Mexico D.F., Mexico
Toscano R.A.:
Instituto De Química, Universidad Nacional Autónoma De México, Cd. Universitaria, Coyoacán, C.P. 04510, Mexico D.F., Mexico
Ortega S.H.:
Instituto De Química, Universidad Nacional Autónoma De México, Cd. Universitaria, Coyoacán, C.P. 04510, Mexico D.F., Mexico
Toledano C.A.:
Instituto De Química, Universidad Nacional Autónoma De México, Cd. Universitaria, Coyoacán, C.P. 04510, Mexico D.F., Mexico
Alamo M.F.:
Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacan, C.P. 04510, Mexico D.F., Mexico
Klimova E.I.:
Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacan, C.P. 04510, Mexico D.F., Mexico
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