SYNTHESIS OF NEW 5-ATOM-LINKED CAPPED PORPHYRINS

被引：15

作者：

MA, WP ^{[1
]}

SLEBODNICK, C ^{[1
]}

IBERS, JA ^{[1
]}

机构：

[1] NORTHWESTERN UNIV,DEPT CHEM,EVANSTON,IL 60208

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 23期

关键词：

D O I：

10.1021/jo00075a031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and characterization of three new five-atom-linked ''capped'' porphyrins, 6, 12, and 18, are reported. The general synthetic procedure involves synthesis of a tetraaldehyde ''cap'' by reacting the five-atom ''arm'' with 1,2,4,5-tetrahydroxybenzene in DMSO solvent in the presence of KOH. The tetraaldehyde and pyrrole are reacted to form the capped porphyrin. These compounds are useful as models for the active sites of heme proteins.

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页码：6349 / 6353

页数：5

相关论文

共 23 条

[11] SYNTHESIS, CHARACTERIZATION, CRYSTAL-STRUCTURES, AND CO AND O2 BINDING-PROPERTIES OF NOVEL 4-ATOM-LINKED CAPPED PORPHYRINS [J].

JOHNSON, MR ;

SEOK, WK ;

IBERS, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) :3998-4000

[12] STRUCTURAL CHARACTERIZATION OF A STERICALLY ENCUMBERED IRON(II) PORPHYRIN CO COMPLEX [J].

KIM, K ;

FETTINGER, J ;

SESSLER, JL ;

CYR, M ;

HUGDAHL, J ;

COLLMAN, JP ;

IBERS, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :403-405

[13] STRUCTURE OF A CARBON-MONOXIDE ADDUCT OF A CAPPED PORPHYRIN - FE(C2-CAP)(CO)(1-METHYLIMIDAZOLE) [J].

KIM, K ;

IBERS, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6077-6081

[14] SYNTHESIS OF TETRAPHENYLPORPHYRINS UNDER VERY MILD CONDITIONS [J].

LINDSEY, JS ;

HSU, HC ;

SCHREIMAN, IC .

TETRAHEDRON LETTERS, 1986, 27 (41) :4969-4970

[15] INVESTIGATION OF THE SYNTHESIS OF ORTHO-SUBSTITUTED TETRAPHENYLPORPHYRINS [J].

LINDSEY, JS ;

WAGNER, RW .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (04) :828-836

[16] ROTHEMUND AND ADLER-LONGO REACTIONS REVISITED - SYNTHESIS OF TETRAPHENYLPORPHYRINS UNDER EQUILIBRIUM CONDITIONS [J].

LINDSEY, JS ;

SCHREIMAN, IC ;

HSU, HC ;

KEARNEY, PC ;

MARGUERETTAZ, AM .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :827-836

[17] APPLICATION OF MOLECULAR-DYNAMICS AND FREE-ENERGY PERTURBATION-METHODS TO METALLOPORPHYRIN LIGAND SYSTEMS .1. CO AND DIOXYGEN BINDING TO 4 HEME SYSTEMS [J].

LOPEZ, MA ;

KOLLMAN, PA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6212-6222

[18] SYNTHESIS AND COORDINATION PROPERTIES OF SUPERSTRUCTURED IRON-PORPHYRINS [J].

MOMENTEAU, M .

PURE AND APPLIED CHEMISTRY, 1986, 58 (11) :1493-1502

[19]

Morgan B., 1987, STRUCT BONDING, V64, P115

[20] RESONANCE RAMAN-SPECTRA OF DIOXYGEN ADDUCTS OF COBALT PORPHYRIN IMIDAZOLE COMPLEXES - REMARKABLE SPECTROSCOPIC CONSEQUENCES OF HYDROGEN-BONDING OF THE COORDINATED IMIDAZOLE AND THE LACK OF AN EFFECT ON THE COBALT OXYGEN LINKAGE [J].

PRONIEWICZ, LM ;

BRUHA, A ;

NAKAMOTO, K ;

KYUNO, E ;

KINCAID, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (18) :7050-7056