Synthesis, characterization, and x-ray structure of the ruthenium “picnic-basket” porphyrins

James P. Collman; John I. Brauman; Jeffrey P. Fitzgerald; Philip D. Hampton; Yoshinori Naruta; John W. Sparapany; James A Ibers

doi:10.1021/ja00219a023

Synthesis, characterization, and x-ray structure of the ruthenium “picnic-basket” porphyrins

James P. Collman^*, John I. Brauman, Jeffrey P. Fitzgerald, Philip D. Hampton, Yoshinori Naruta, John W. Sparapany, James A Ibers

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article

81 Scopus citations

Abstract

The synthesis and characterization of a new class of sterically protected porphyrins, the “picnic-basket” porphyrins, are presented. These tetraarylporphyrins, which were prepared as cytochrome P-450 active-site analogues, bear a rigid superstructure on one face of the porphyrin macrocycle. The cavity defined by the appended superstructure may be readily varied in size, chirality, and functionality. In addition, the synthesis and characterization, including an X-ray structure, of several ruthenium picnic-basket porphyrin carbonyl complexes are reported. The regiochemistry of axial ligation in these ruthenium derivatives has been determined by NMR spectroscopy.

Original language	English (US)
Pages (from-to)	3477-3486
Number of pages	10
Journal	Journal of the American Chemical Society
Volume	110
Issue number	11
DOIs	https://doi.org/10.1021/ja00219a023
State	Published - Jan 1 1988

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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Collman, J. P., Brauman, J. I., Fitzgerald, J. P., Hampton, P. D., Naruta, Y., Sparapany, J. W., & Ibers, J. A. (1988). Synthesis, characterization, and x-ray structure of the ruthenium “picnic-basket” porphyrins. Journal of the American Chemical Society, 110(11), 3477-3486. https://doi.org/10.1021/ja00219a023

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title = "Synthesis, characterization, and x-ray structure of the ruthenium “picnic-basket” porphyrins",

abstract = "The synthesis and characterization of a new class of sterically protected porphyrins, the “picnic-basket” porphyrins, are presented. These tetraarylporphyrins, which were prepared as cytochrome P-450 active-site analogues, bear a rigid superstructure on one face of the porphyrin macrocycle. The cavity defined by the appended superstructure may be readily varied in size, chirality, and functionality. In addition, the synthesis and characterization, including an X-ray structure, of several ruthenium picnic-basket porphyrin carbonyl complexes are reported. The regiochemistry of axial ligation in these ruthenium derivatives has been determined by NMR spectroscopy.",

author = "Collman, {James P.} and Brauman, {John I.} and Fitzgerald, {Jeffrey P.} and Hampton, {Philip D.} and Yoshinori Naruta and Sparapany, {John W.} and Ibers, {James A}",

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Synthesis, characterization, and x-ray structure of the ruthenium “picnic-basket” porphyrins. / Collman, James P.; Brauman, John I.; Fitzgerald, Jeffrey P.; Hampton, Philip D.; Naruta, Yoshinori; Sparapany, John W.; Ibers, James A.

In: Journal of the American Chemical Society, Vol. 110, No. 11, 01.01.1988, p. 3477-3486.

Research output: Contribution to journal › Article

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AU - Collman, James P.

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AU - Naruta, Yoshinori

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AU - Ibers, James A

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AB - The synthesis and characterization of a new class of sterically protected porphyrins, the “picnic-basket” porphyrins, are presented. These tetraarylporphyrins, which were prepared as cytochrome P-450 active-site analogues, bear a rigid superstructure on one face of the porphyrin macrocycle. The cavity defined by the appended superstructure may be readily varied in size, chirality, and functionality. In addition, the synthesis and characterization, including an X-ray structure, of several ruthenium picnic-basket porphyrin carbonyl complexes are reported. The regiochemistry of axial ligation in these ruthenium derivatives has been determined by NMR spectroscopy.

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