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Diphosphino-Functionalized 1,8-Naphthyridines: a Multifaceted Ligand Platform for Boranes and Diboranes

Cui, Jingjing, Dietz, Maximilian, Härterich, Marcel, Fantuzzi, Felipe, Lu, Wei, Dewhurst, Rian D., Braunschweig, Holger (2021) Diphosphino-Functionalized 1,8-Naphthyridines: a Multifaceted Ligand Platform for Boranes and Diboranes. Chemistry - A European Journal, 27 (63). pp. 15751-15756. ISSN 0947-6539. E-ISSN 1521-3765. (doi:10.1002/chem.202102721) (KAR id:96295)

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Official URL:
https://doi.org/10.1002/chem.202102721

Abstract

A 1,8-naphthyridine diphosphine (NDP) reacts with boron-containing Lewis acids to generate complexes featuring a number of different naphthyridine bonding modes. When exposed to diborane B2Br4, NDP underwent self-deprotonation to afford [NDP-B2Br3]Br, an unsymmetrical diborane comprised of four fused rings. The reaction of two equivalents of monoborane BBr3 and NDP in a non-polar solvent provided the simple phosphine-borane adduct [NDP(BBr3)2], which then underwent intramolecular halide abstraction to furnish the salt [NDP-BBr2][BBr4], featuring a different coordination mode from that of [NDP-B2Br3]Br. Direct deprotonation of NDP by KHMDS or PhCH2K generates mono- and dipotassium reagents, respectively. The monopotassium reagent reacts with one or half an equivalent of B2(NMe2)2Cl2 to afford NDP-based diboranes with three or four amino substituents.

Item Type: Article
DOI/Identification number: 10.1002/chem.202102721
Subjects: Q Science > QD Chemistry
Divisions: Divisions > Division of Natural Sciences > Chemistry and Forensics
Depositing User: Felipe Fantuzzi
Date Deposited: 18 Aug 2022 09:54 UTC
Last Modified: 19 Aug 2022 09:18 UTC
Resource URI: https://kar.kent.ac.uk/id/eprint/96295 (The current URI for this page, for reference purposes)
Härterich, Marcel: https://orcid.org/0000-0002-2794-5202
Fantuzzi, Felipe: https://orcid.org/0000-0002-8200-8262
Lu, Wei: https://orcid.org/0000-0003-2529-5290
Dewhurst, Rian D.: https://orcid.org/0000-0001-5978-811X
Braunschweig, Holger: https://orcid.org/0000-0001-9264-1726
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