Cargando…
Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole
Novel meso-meso directly linked porphyrin hybrids were successfully targeted and synthesized, with porphyrin units linked with dipyrrin, bidipyrrin or thiacorrole, expanding the ranges of dipyrrin derivatives and showing diverse metal coordinations and further influencing the chemical shift of pyrro...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2017
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151592/ https://www.ncbi.nlm.nih.gov/pubmed/28832543 http://dx.doi.org/10.3390/molecules22091400 |
_version_ | 1783357186002386944 |
---|---|
author | He, Renbao Yue, Huan Kong, Jiahui |
author_facet | He, Renbao Yue, Huan Kong, Jiahui |
author_sort | He, Renbao |
collection | PubMed |
description | Novel meso-meso directly linked porphyrin hybrids were successfully targeted and synthesized, with porphyrin units linked with dipyrrin, bidipyrrin or thiacorrole, expanding the ranges of dipyrrin derivatives and showing diverse metal coordinations and further influencing the chemical shift of pyrrole units. The porphyrinyl dipyrrin nickel complex 3 was successfully obtained in a high yield by the oxidation of porphyrinyl dipyrromethane 2 and subsequent coordination. Further oxidative coupling reactions of 3 afforded por-bidipyrrin-por hybrid 4. Interestingly, an unexpected methoxy por-bidipyrrin-por hybrid 6 was generated by treating 4 with FeCl(3) in CH(2)Cl(2)/MeOH and subsequent coordination. In addition to open chain hybrids, an aromatic scaffold hybrid por-thiacorrole-por 8 was synthesized by treating porphyrinyl dibromo-dipyrrin nickel complex 7 with Na(2)S·9H(2)O. A series of porphyrin hybrids offers a new approach for π-conjugated molecules. |
format | Online Article Text |
id | pubmed-6151592 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-61515922018-11-13 Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole He, Renbao Yue, Huan Kong, Jiahui Molecules Article Novel meso-meso directly linked porphyrin hybrids were successfully targeted and synthesized, with porphyrin units linked with dipyrrin, bidipyrrin or thiacorrole, expanding the ranges of dipyrrin derivatives and showing diverse metal coordinations and further influencing the chemical shift of pyrrole units. The porphyrinyl dipyrrin nickel complex 3 was successfully obtained in a high yield by the oxidation of porphyrinyl dipyrromethane 2 and subsequent coordination. Further oxidative coupling reactions of 3 afforded por-bidipyrrin-por hybrid 4. Interestingly, an unexpected methoxy por-bidipyrrin-por hybrid 6 was generated by treating 4 with FeCl(3) in CH(2)Cl(2)/MeOH and subsequent coordination. In addition to open chain hybrids, an aromatic scaffold hybrid por-thiacorrole-por 8 was synthesized by treating porphyrinyl dibromo-dipyrrin nickel complex 7 with Na(2)S·9H(2)O. A series of porphyrin hybrids offers a new approach for π-conjugated molecules. MDPI 2017-08-23 /pmc/articles/PMC6151592/ /pubmed/28832543 http://dx.doi.org/10.3390/molecules22091400 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article He, Renbao Yue, Huan Kong, Jiahui Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole |
title | Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole |
title_full | Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole |
title_fullStr | Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole |
title_full_unstemmed | Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole |
title_short | Covalent Porphyrin Hybrids Linked with Dipyrrin, Bidipyrrin or Thiacorrole |
title_sort | covalent porphyrin hybrids linked with dipyrrin, bidipyrrin or thiacorrole |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151592/ https://www.ncbi.nlm.nih.gov/pubmed/28832543 http://dx.doi.org/10.3390/molecules22091400 |
work_keys_str_mv | AT herenbao covalentporphyrinhybridslinkedwithdipyrrinbidipyrrinorthiacorrole AT yuehuan covalentporphyrinhybridslinkedwithdipyrrinbidipyrrinorthiacorrole AT kongjiahui covalentporphyrinhybridslinkedwithdipyrrinbidipyrrinorthiacorrole |