Tetraazaporphyrin compounds

Details Tetraazaporphyrin compounds Tetraazaporphyrin compounds

2006-02-28

2006-02-28

Wilson, James O. (Department: 1623)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C424S009362, C424S009610, C534S015000, C514S185000, C514S410000

Reexamination Certificate

active

07005519

ABSTRACT:
This invention relates to a method of preparing a compound of formula (I):The method includes reacting one or more compounds of formula (II):in the presence of a base and a halogenating agent. In formulas (I) and (II) above, each A, independently, is aryl or heteroaryl; each n, independently, is 0–3; and each R1, independently, is C1–C10alkyl, C3–C20cycloalkyl, C3–C20heterocycloalkyl, aryl, heteroaryl, halo, cyano, nitro, ORa, NRaRb, SiRaRbRc, COORa, OC(O)Ra, C(O)NRaRb, N(Ra)—C(O)Rb, or SO3Ra; wherein each of Ra, Rb, and Rc, independently, is H, C1–C10alkyl, C3–C20cycloalkyl, C3–C20heterocycloalkyl, aryl, or heteroaryl; thereby producing the compound of formula (I) in a one-pot reaction. This invention also relates to the compounds prepared by the method described above.

REFERENCES:
patent: 4814256 (1989-03-01), Aldag et al.
patent: 5998093 (1999-12-01), Tomura et al.
Sheldon, Roger A., Metalloporphyrins in Catalytic Oxidations., 1994., Marcel Dekker, Inc. p. 218.
Vagin et al., Synthesis and Characterization of (Octaaryltetraazaporphyrinato)Indium(III) Complexes for Optical Limiting., Inorg. Chem. 42(8) 2003. pp. 2683-2694.
Vagin et al., Synthesis and Spectroscopic Properties of Non-Symmetrical Benzo-Annulated Porphyrazines and their Metal Complexes. Eur. J. Org. Chem. 2002, pp. 2859-2865.
Kobayashi, “Meso-Azaporphyrins and Their Analogues”, The Porphyrin Handbook 13:301-360, 2000.
Vagin et al., “synthesis and Characterization of (Octaaryltetraazaporphyrinato)indium(III) Complexes for Optical Limiting”, Inorganic Chemistry 42:2683-2694, 2003.

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