5,10,15,20-Tetrakis(diphenylmethyl)porphyrin - A nonplanar porphyrin with intermediate degree of ruffling

Steffen Runge; Mathias O. Senge; Karin Ruhlandt-Senge

doi:10.1515/znb-1999-0515

5,10,15,20-Tetrakis(diphenylmethyl)porphyrin - A nonplanar porphyrin with intermediate degree of ruffling

Steffen Runge, Mathias O. Senge, Karin Ruhlandt-Senge

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

The title compound was prepared by condensation of pyrrole and diphenylacetaldehyde in 16% yield. Based on spectroscopic data, the free base porphyrin exhibits a nonplanar macrocycle in solution with a degree of distortion between that of 5,10,15,20-tetracyclohexylporphyrin and 5,10,15,20-tetra(t-butyl)porphyrin. A crystal structure determination of the cobalt(II) complex reveals a ruffled macrocycle conformation with an average out-of-plane displacement of the meso carbon atoms by 0.55 Å.

Original language	English (US)
Pages (from-to)	662-666
Number of pages	5
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	54
Issue number	5
DOIs	https://doi.org/10.1515/znb-1999-0515
State	Published - May 1999

Keywords

Cobalt porphyrins
Conformation
Crystal structure
Porphyrins
Steric strain

ASJC Scopus subject areas

General Chemistry

Access to Document

10.1515/znb-1999-0515

Cite this

@article{e7be718797b84ed8bf66700ef663e8a4,

title = "5,10,15,20-Tetrakis(diphenylmethyl)porphyrin - A nonplanar porphyrin with intermediate degree of ruffling",

abstract = "The title compound was prepared by condensation of pyrrole and diphenylacetaldehyde in 16% yield. Based on spectroscopic data, the free base porphyrin exhibits a nonplanar macrocycle in solution with a degree of distortion between that of 5,10,15,20-tetracyclohexylporphyrin and 5,10,15,20-tetra(t-butyl)porphyrin. A crystal structure determination of the cobalt(II) complex reveals a ruffled macrocycle conformation with an average out-of-plane displacement of the meso carbon atoms by 0.55 {\AA}.",

keywords = "Cobalt porphyrins, Conformation, Crystal structure, Porphyrins, Steric strain",

author = "Steffen Runge and Senge, {Mathias O.} and Karin Ruhlandt-Senge",

note = "Funding Information: This work was generously funded by the Deutsche Forschungsgemeinschaft (Se543/2-4 and Heisenberg-Scholarship Se543/3-l) and the Fonds der Chemischen Industrie and by the National Science Foundation (NSF CHE-9702246, CHE-95-27898), the W. M. Keck Foundation and Syracuse University.",

year = "1999",

month = may,

doi = "10.1515/znb-1999-0515",

language = "English (US)",

volume = "54",

pages = "662--666",

journal = "Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences",

issn = "0932-0776",

publisher = "Verlag der Zeitschrift fur Naturforschung",

number = "5",

}

TY - JOUR

T1 - 5,10,15,20-Tetrakis(diphenylmethyl)porphyrin - A nonplanar porphyrin with intermediate degree of ruffling

AU - Runge, Steffen

AU - Senge, Mathias O.

AU - Ruhlandt-Senge, Karin

N1 - Funding Information: This work was generously funded by the Deutsche Forschungsgemeinschaft (Se543/2-4 and Heisenberg-Scholarship Se543/3-l) and the Fonds der Chemischen Industrie and by the National Science Foundation (NSF CHE-9702246, CHE-95-27898), the W. M. Keck Foundation and Syracuse University.

PY - 1999/5

Y1 - 1999/5

N2 - The title compound was prepared by condensation of pyrrole and diphenylacetaldehyde in 16% yield. Based on spectroscopic data, the free base porphyrin exhibits a nonplanar macrocycle in solution with a degree of distortion between that of 5,10,15,20-tetracyclohexylporphyrin and 5,10,15,20-tetra(t-butyl)porphyrin. A crystal structure determination of the cobalt(II) complex reveals a ruffled macrocycle conformation with an average out-of-plane displacement of the meso carbon atoms by 0.55 Å.

AB - The title compound was prepared by condensation of pyrrole and diphenylacetaldehyde in 16% yield. Based on spectroscopic data, the free base porphyrin exhibits a nonplanar macrocycle in solution with a degree of distortion between that of 5,10,15,20-tetracyclohexylporphyrin and 5,10,15,20-tetra(t-butyl)porphyrin. A crystal structure determination of the cobalt(II) complex reveals a ruffled macrocycle conformation with an average out-of-plane displacement of the meso carbon atoms by 0.55 Å.

KW - Cobalt porphyrins

KW - Conformation

KW - Crystal structure

KW - Porphyrins

KW - Steric strain

UR - http://www.scopus.com/inward/record.url?scp=0040116967&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0040116967&partnerID=8YFLogxK

U2 - 10.1515/znb-1999-0515

DO - 10.1515/znb-1999-0515

M3 - Article

AN - SCOPUS:0040116967

SN - 0932-0776

VL - 54

SP - 662

EP - 666

JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

IS - 5

ER -

5,10,15,20-Tetrakis(diphenylmethyl)porphyrin - A nonplanar porphyrin with intermediate degree of ruffling

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this