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

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 B2 Br4 , NDP underwent self-deprotonation to afford [NDP-B2 Br3 ]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-B2 Br3 ]Br. Direct deprotonation of NDP by KHMDS or PhCH2 K generates mono- and dipotassium reagents, respectively. The monopotassium reagent reacts with one or half an equivalent of B2 (NMe2 )2 Cl2 to afford NDP-based diboranes with three or four amino substituents.

SUBMITTER: Cui J 

PROVIDER: S-EPMC9292315 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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

Cui Jingjing J   Dietz Maximilian M   Härterich Marcel M   Fantuzzi Felipe F   Lu Wei W   Dewhurst Rian D RD   Braunschweig Holger H  

Chemistry (Weinheim an der Bergstrasse, Germany) 20211011 63

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 B<sub>2</sub> Br<sub>4</sub> , NDP underwent self-deprotonation to afford [NDP-B<sub>2</sub> Br<sub>3</sub> ]Br, an unsymmetrical diborane comprised of four fused rings. The reaction of two equivalents of monoborane BBr<sub>3</sub> and NDP in a non-polar solvent provided the simple phosphine-borane adduct [NDP(B  ...[more]

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