Synthesis of Ferrocenyl-1-(4-pyridylmethyl)- and Ferrocenyl-1-[2-hydroxy-1,2-bis(4-pyridyl)ethyl]pyrazoles

Eduardo A. Vázquez López; Elena I. Klimova; Tatiana Klimova; Cecilio Alvarez Toledano; Lena Ruíz Ramírez; Ruben Alfredo Toscano; Marcos Martínez García

doi:10.1055/s-2004-831204

PAPER

Synthesis of Ferrocenyl-1-(4-pyridylmethyl)- and Ferrocenyl-1-[2-hydroxy-1,2-bis(4-pyridyl)ethyl]pyrazoles

Eduardo A. Vázquez López^a, Elena I. Klimova*^a, Tatiana Klimova^a, Cecilio Alvarez Toledano^b, Lena Ruíz Ramírez^a, Ruben Alfredo Toscano^b, Marcos Martínez García^b
^a Facultad de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacán, C.P. 04510, México D.F., México
^b Instituto de Química, Universidad Nacional Autónoma de México, Cd. Universitaria, Coyoacán, C.P. 04510, México D.F., México
Fax: +52(5)556225371; e-Mail: klimova@servidor.unam.mx;

Abstract

All articles of this category

Abstract

Pyridine-4-carbaldehyde reacts with ferrocenyl-4,5-dihydropyrazoles to yield ferrocenyl-1-(4-pyridylmethyl)pyrazoles and ferrocenyl-1-[2-hydroxy-1,2-bis(4-pyridyl)ethyl]pyrazoles. The structures of the compounds obtained were established based on spectroscopic (IR, mass, ¹H and ¹³C NMR) data. X-ray diffraction data for 4-[3-(p-bromophenyl)-5-ferrocenyl-1-(4-pyridyl)-methylpyrazole corroborate its structure.

Key words

α,β-unsaturated ketones - ferrocenylpyrazolines - ferrocenyl-1-(4-pyridylmethyl)pyrazoles - ferrocenyl-1-[2-hydroxy-1,2-bis(4-pyridyl)ethyl]pyrazoles

Full Text

References

<A NAME="RM02304SS-1">1</A> Matsuo M, Tsuji K, Konishi N, and Nakamura K. inventors; EP Patent, 418845. ; Chem. Abstr. 1991, 115, 71593z

<A NAME="RM02304SS-2">2</A> Matsuo M, Tsuji K, Ogino T, and Konishi N. inventors; EP Patent, 554829. ; Chem. Abstr. 1994, 120, 8589r

<A NAME="RM02304SS-3">3</A> Tolley JJ, Penning TD, Collins PW, Rogier DJ, Malecha JW, Miyashiro JM, Bertenshaw SR, Khanna IK, Granets MJ, Rodge PS, Karter DS, Dokter SJ, and Iyu SS. inventors; WO Patent, 9515316. ; Chem. Abstr. 1995, 123, 340112h

<A NAME="RM02304SS-4">4</A> Antipov BG, Kim VA, Lisitsa VS, and Nadysev YF. inventors; RU Patent, 2132187. ; Chem. Abstr. 2001, 133, 213139d

<A NAME="RM02304SS-5">5</A> Schvekhgeimer MGA. Russ. Chem. Rev. 1996, 65: 80

<A NAME="RM02304SS-6">6</A> Perevalova EG. Reshetova MD. Grandberg KI. Methods of Organometallic Chemistry: Organoiron Compounds, Ferrocene Nauka; Moscow: 1983. p.484 (in Russian)

<A NAME="RM02304SS-7">7</A> Klimova EI. Ruíz Ramírez L. Martínez García M. Espinosa RG. Meleshonkova NN. Russ. Chem. Bull. 1996, 45: 2702

<A NAME="RM02304SS-8">8</A> Postnov VN. Baran AM. Sazonova VA. Dokl. Akad. Nauk SSSR 1981, 258: 124

<A NAME="RM02304SS-9">9</A> Nesmeyanov AN. Postnov VN. Klimova EI. Sazonova VA. Bull. Acad. Sci. USSR, Div. Chem. Sci. 1979, 28: 237

<A NAME="RM02304SS-10">10</A> Klimova EI. Martínez García M. Klimova T. Ruíz Ramírez L. Russ. Chem. Bull. 2000, 49: 906

<A NAME="RM02304SS-11">11</A> Postnov VN. Rybakov VB. Klimova EI. Meleshonkova NN. Aslanov LA. Errera Ovedo M. Russ. J. Gen. Chem. 1993, 63: 1273

<A NAME="RM02304SS-12">12</A> Postnov VN. Klimova EI. Martínez García M. Meleshonkova NN. Rybakov VB. Aslanov LA. J. Organomet. Chem. 1994, 476: 189

<A NAME="RM02304SS-13">13</A> Klimova EI. Klimova T. Ramírez Apan T. Nieto Camacho A. Moreno Esparza R. Damian Zea C. Martínez García M. Heterocycles 2004, 63: 1045