Pyridine Adducts of Tricyano‐ and Dicyanoboranes

Author:

Riefer Jarno1,Zapf Ludwig1,Wirthensohn Raphael1,Hennig Philipp T.1,Ribbeck Tatjana1,Sprenger Jan A. P.1,Ignat'ev Nikolai V.12,Finze Maik1ORCID

Affiliation:

1. Institut für Anorganische Chemie Institut für nachhaltige Chemie & Katalyse mit Bor (ICB) Julius-Maximilians-Universität Würzburg Am Hubland 97074 Würzburg Germany

2. Consultant, Merck KgaA 64293 Darmstadt Germany

Abstract

AbstractCyanoborane adducts of the Lewis acids B(CN)3, BF(CN)2, and BH(CN)2 with pyridine and 4‐cyanopyridine have been obtained in high yields. The syntheses were accomplished by oxidation of the readily available potassium salts of the cyano(hydrido)borate anions [BH(CN)3] (MHB), [BFH(CN)2] (FHB), and [BH2(CN)2] (DHB) with bromine in the presence of the respective pyridine derivative C5H5N or 4‐CN‐C5H4N as starting material. All six cyanoborane adducts have been characterized by NMR and vibrational spectroscopy, elemental analysis, and single‐crystal X‐ray diffraction. The reduction of the cyanoborane adducts has been investigated by cyclic voltammetry and the Lewis acidity of the different cyanoboranes has been assessed using the Gutmann‐Beckett method. Selected experimental data and trends are compared to theoretical ones, for example fluoride ion affinities (FIAs).

Funder

Studienstiftung des Deutschen Volkes

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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