Cargando…

From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core

[Image: see text] A three-component reaction of antiaromatic meso-mesityl-3-nitronorcorrolatonickel(II) 1-NO(2) with dialkyl acetylenedicarboxylate and PBu(3) yields aromatic zwitterionic corrole nickel(II) complexes 3-R with one of the meso-substituents comprising a positively charged tributyl phos...

Descripción completa

Detalles Bibliográficos
Autores principales: Ren, Demin, Smaga, Oskar, Fu, Xinliang, Li, Xiaofang, Pawlicki, Miłosz, Koniarz, Sebastian, Chmielewski, Piotr J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7875510/
https://www.ncbi.nlm.nih.gov/pubmed/33475380
http://dx.doi.org/10.1021/acs.orglett.0c04227
_version_ 1783649781682274304
author Ren, Demin
Smaga, Oskar
Fu, Xinliang
Li, Xiaofang
Pawlicki, Miłosz
Koniarz, Sebastian
Chmielewski, Piotr J.
author_facet Ren, Demin
Smaga, Oskar
Fu, Xinliang
Li, Xiaofang
Pawlicki, Miłosz
Koniarz, Sebastian
Chmielewski, Piotr J.
author_sort Ren, Demin
collection PubMed
description [Image: see text] A three-component reaction of antiaromatic meso-mesityl-3-nitronorcorrolatonickel(II) 1-NO(2) with dialkyl acetylenedicarboxylate and PBu(3) yields aromatic zwitterionic corrole nickel(II) complexes 3-R with one of the meso-substituents comprising a positively charged tributyl phosphonium group and negatively charged coordination core. Reaction of 1-NO(2) with PBu(3) alone resulted in a nonaromatic chiral adduct 5 of a zwitterionic phlorine character with a −PBu(3)(+) group at a pyrrole β-position.
format Online
Article
Text
id pubmed-7875510
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-78755102021-02-11 From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core Ren, Demin Smaga, Oskar Fu, Xinliang Li, Xiaofang Pawlicki, Miłosz Koniarz, Sebastian Chmielewski, Piotr J. Org Lett [Image: see text] A three-component reaction of antiaromatic meso-mesityl-3-nitronorcorrolatonickel(II) 1-NO(2) with dialkyl acetylenedicarboxylate and PBu(3) yields aromatic zwitterionic corrole nickel(II) complexes 3-R with one of the meso-substituents comprising a positively charged tributyl phosphonium group and negatively charged coordination core. Reaction of 1-NO(2) with PBu(3) alone resulted in a nonaromatic chiral adduct 5 of a zwitterionic phlorine character with a −PBu(3)(+) group at a pyrrole β-position. American Chemical Society 2021-01-21 2021-02-05 /pmc/articles/PMC7875510/ /pubmed/33475380 http://dx.doi.org/10.1021/acs.orglett.0c04227 Text en © 2021 The Authors. Published by American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Ren, Demin
Smaga, Oskar
Fu, Xinliang
Li, Xiaofang
Pawlicki, Miłosz
Koniarz, Sebastian
Chmielewski, Piotr J.
From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core
title From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core
title_full From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core
title_fullStr From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core
title_full_unstemmed From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core
title_short From Antiaromatic Norcorrolatonickel(II) to Aromatic and Nonaromatic Zwitterions: Innocent Ligands with Unbalanced Charge of the Core
title_sort from antiaromatic norcorrolatonickel(ii) to aromatic and nonaromatic zwitterions: innocent ligands with unbalanced charge of the core
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7875510/
https://www.ncbi.nlm.nih.gov/pubmed/33475380
http://dx.doi.org/10.1021/acs.orglett.0c04227
work_keys_str_mv AT rendemin fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore
AT smagaoskar fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore
AT fuxinliang fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore
AT lixiaofang fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore
AT pawlickimiłosz fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore
AT koniarzsebastian fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore
AT chmielewskipiotrj fromantiaromaticnorcorrolatonickeliitoaromaticandnonaromaticzwitterionsinnocentligandswithunbalancedchargeofthecore