Structure and Spectroscopy of Free Base, Copper, and Zinc Tetrapentylporphyrin.

Breanna E Muldowney, Nneka Damola Ajayi, Wei-Yuan Chen, G Richard Geier, Christopher J Ziegler, Victor N Nemykin

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Article in The journal of physical chemistry. A, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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6 authors.

Breanna E MuldowneyDepartment of Chemistry, University of Tennessee, Knoxville, Tennessee 37996, United States.

Nneka Damola AjayiDepartment of Chemistry, University of Akron, Akron, Ohio 44325, United States.

Wei-Yuan ChenDepartment of Chemistry, University of Tennessee, Knoxville, Tennessee 37996, United States.

G Richard GeierDepartment of Chemistry, Colgate University, Hamilton, New York 13346, United States.ORCID 0000-0001-9751-6190

Christopher J ZieglerDepartment of Chemistry, University of Akron, Akron, Ohio 44325, United States.ORCID 0000-0002-0142-5161

Victor N NemykinDepartment of Chemistry, University of Tennessee, Knoxville, Tennessee 37996, United States.ORCID 0000-0003-4345-0848

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6 · The paper itself

Abstract

Synthetic porphyrins have been crucial as models for heme units and other biological porphyrins, as well as components of advanced materials and catalysts. Much of the work on synthetic porphyrins has focused on the meso-substituted 5,10,15,20-tetraphenylporphyrin (TPP) or the pyrrole-substituted 2,3,7,8,12,13,17,18-octaethylporphyrin (OEP). In this report, we present a comprehensive spectroscopic, electrochemical, and computational study of free-base, zinc(II), and copper(II) 5,10,15,20-tetrapentylporphyrin (TPeP). TPeP can be prepared via a two-step, one-flask reaction of pyrrole and hexanal mediated by Montmorillonite K10, followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in yields of around 40%. Similar to TPP, the TPeP systems have the highest occupied molecular orbital (HOMO) with

Identifiers

PMID42260700

DOI10.1021/acs.jpca.6c02509

PMCPMC13288633

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