21-Carba-23-oxaporphyrinoids and 21-oxo-21-carba-23-oxaporphyrinoids: macrocyclic π-conjugation involving the carbonyl moiety

Author:

Berlicka Anna1ORCID,Foryś-Martowłos Paulina1,Hassa Karolina1,Białek Michał J.1ORCID,Ślepokura Katarzyna1ORCID,Latos-Grażyński Lechosław1ORCID

Affiliation:

1. Department of Chemistry, University of Wrocław, 14 F. Joliot-Curie, 50-383 Wrocław, Poland

Abstract

Aromaticity of 21-oxo-21-carba-23-oxachlorin resulted from a predominant dipolar contributor. Nonaromaticity of 21-oxo-21-carba-23-oxaporphyrin reflects a participation of canonical aromatic and antiaromatic forms engaged in a peculiar “tug of war”.

Funder

Narodowe Centrum Nauki

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Reference70 articles.

1. L.Latos-Grażyński , in The Porphyrin Handbook , ed. K. M. Kadish , K. M. Smith and R. Guilard , Academic Press , New York , 2000 , vol. 2 , pp. 361–416

2. Heteroatom-Containing Porphyrin Analogues

3. A Porphyrin Skeleton Containing a Palladacyclopentadiene

4. Chemistry inside a Porphyrin Skeleton: Platinacyclopentadiene from Tellurophene

5. Carbaporphyrins

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