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Reversible structural rearrangement of π-expanded cyclooctatetraene upon two-fold reduction with alkali metals

The chemical reduction of a π-expanded COT derivative, octaphenyltetrabenzocyclooctatetraene (1), with lithium or sodium metals in the presence of secondary ligands affords a new doubly-reduced product (1TR2−). The X-ray diffraction study revealed a reductive core rearrangement accompanied by the fo...

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Bibliographic Details
Main Authors: Zhou, Zheng (Author) , Zhu, Yikun (Author) , Wei, Zheng (Author) , Bergner, John (Author) , Neiß, Christian (Author) , Doloczki, Susanne (Author) , Görling, Andreas (Author) , Kivala, Milan (Author) , Petrukhina, Marina A. (Author)
Format: Article (Journal)
Language:English
Published: 2022
In: Chemical communications
Year: 2022, Volume: 58, Issue: 19, Pages: 3206-3209
ISSN:1364-548X
DOI:10.1039/D2CC00218C
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/D2CC00218C
Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2022/cc/d2cc00218c
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Author Notes:Zheng Zhou, Yikun Zhu, Zheng Wei, John Bergner, Christian Neiß, Susanne Doloczki, Andreas Görling, Milan Kivala and Marina A. Petrukhina
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Summary:The chemical reduction of a π-expanded COT derivative, octaphenyltetrabenzocyclooctatetraene (1), with lithium or sodium metals in the presence of secondary ligands affords a new doubly-reduced product (1TR2−). The X-ray diffraction study revealed a reductive core rearrangement accompanied by the formation of a single C-C bond and severe twist of the central tetraphenylene core. The reversibility of two-electron reduction and core transformation is further confirmed by NMR spectroscopy and DFT calculations.
Item Description:Gesehen am 20.09.2022
Physical Description:Online Resource
ISSN:1364-548X
DOI:10.1039/D2CC00218C

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