University Research
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Academic department
Department of Chemistry
Description
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 a2u symmetry and are, in general, easier to oxidize than their corresponding TPP or OEP analogues.
Publisher name
ACS Publications
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Document Type
Article
Digital Object Identifier (DOI) Link
https://doi.org/10.1021/acs.jpca.6c02509
Publication Date
6-8-2026
Publication Title
The Journal of Physical Chemistry A
Recommended Citation
Ziegler, Christopher J.; Ajayi, Nneka Damola; Nemkyin, Victor N.; and Geier, G Richard III, "Structure and spectroscopy of free base, copper, and zinc tetrapentylporphyrin" (2026). University Research. 46.
https://ideaexchange.uakron.edu/university_research/46
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This work is licensed under a Creative Commons Attribution 4.0 International License.