Series of Protonated Nitrogen Bases with a Weakly Coordinating Counteranion: Observation of the 14N-1H Spin-Spin Coupling

ACS Org Inorg Au. 2023 Oct 20;4(1):91-96. doi: 10.1021/acsorginorgau.3c00045. eCollection 2024 Feb 7.

Abstract

A distinguished triplet splitting pattern for the 14N-1H couplings in the proton signals of a series of protonated nitrogen bases-aliphatic and aromatic amines, as well as pyridines-with the weakly coordinating tetrakis(pentafluorophenyl)borate anion, [B(C6F5)4]-, is observed for the first time in nonaqueous media at room temperature. The effects of ion pairing, solvent parameters, and correlation between the δH, 1JNH, and pKa values are reported.