Free-base porphyrins with localized NH protons. Can substituents alone stabilize the elusive cis tautomer?-Reference-Cited by-同舟云学术

Free-base porphyrins with localized NH protons. Can substituents alone stabilize the elusive cis tautomer?

Published:2020 Issue:15 Volume:18 Page:2861-2865
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Thomas Kolle E.¹²³⁴,Conradie Jeanet¹²³⁴¹^ORCID,Beavers Christine M.⁵⁶⁷⁸^ORCID,Ghosh Abhik¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry

2. UiT – The Arctic University of Norway

3. 9037 Tromsø

4. Norway

5. Advanced Light Source

6. Lawrence Berkeley National Laboratory

7. Berkeley

8. USA

Abstract

The localization of central NH protons in antipodally tetrasubstituted tetraphenylporphyrins suggested that suitable substitutions might also stabilize a porphyrin cis tautomer, a possibility that appears to be supported by DFT calculations.

Funder

Norges Forskningsråd

National Research Foundation

Universiteit van die Vrystaat

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/OB/D0OB00452A

Reference37 articles.

1. Arrhenius curves of hydrogen transfers: tunnel effects, isotope effects and effects of pre-equilibria

2. Hydrogen atom tunneling in the thermal tautomerism of porphine imbedded in a n-hexane matrix

3. Vibrational photochemistry of porphine imbedded in a hexane-d14 Shpol'skii matrix

4. Structure and Stability of cis-Porphyrin

5. Mechanism and Quantum Mechanical Tunneling Effects on Inner Hydrogen Atom Transfer in Free Base Porphyrin: A Direct ab Initio Dynamics Study

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