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

Demin Ren | Zendy; Oskar Smaga | Zendy; Xinliang Fu | Zendy; Xiaofang Li | Zendy; Miłosz Pawlicki | Zendy; Sebastian Koniarz | Zendy; Piotr J. Chmielewski | Zendy

Open Access

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

Author(s) -

Demin Ren,

Oskar Smaga,

Xinliang Fu,

Xiaofang Li,

Miłosz Pawlicki,

Sebastian Koniarz,

Piotr J. Chmielewski

Publication year - 2021

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.0c04227

Subject(s) - chemistry , antiaromaticity , acetylenedicarboxylate , pyrrole , adduct , phosphonium , medicinal chemistry , zwitterion , aromaticity , intramolecular force , stereochemistry , polymer chemistry , organic chemistry , molecule

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.

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