31488-71-8Relevant articles and documents
Synthesis of tridentate 2,6-bis(imino)pyridyl ruthenium(II) complexes with n-heterocyclic carbene ligands: Activation of imidazolium salts
Yoo, Hyojong,Berry, Donald H.
, p. 11447 - 11456 (2014)
Low-valent Ru(0) complexes, [η2-N3]Ru(η6-Ar) (1) or {[N3]Ru}2(μ-N2) (2), where Ar = C6H6 or C6H5Me, and [N3] = 2,6-(2,4,6-(CH3/s
Br?nsted Basicities and Nucleophilicities of N-Heterocyclic Olefins in Solution: N-Heterocyclic Carbene versus N-Heterocyclic Olefin. Which Is More Basic, and Which Is More Nucleophilic?
Li, Zhen,Ji, Pengju,Cheng, Jin-Pei
, p. 2974 - 2985 (2021/02/06)
A Br?nsted basicity scale comprising nine representative N-heterocyclic olefins (NHOs) was established by measuring the equilibrium acidities of their corresponding precursors in DMSO using an ultraviolet-visible spectroscopic method. The basicities (pKaHs) of the investigated NHOs cover a range from 14.7 to 24.1. The basicities of unsaturated NHOs are stronger than those of their N-heterocyclic carbene (NHC) analogues; however, the basicities for the saturated ones are much weaker than those of their NHC analogues, which is largely due to the aromatization effect that intrinsically influences the acidic dissociations of NHC and NHO precursors. The nucleophilicities of four NHOs were measured photometrically by monitoring the kinetics of reactions of these NHOs with common reference electrophiles for quantifying nucleophilic reactivities. In general, the nucleophilicity of the NHOs is much stronger than that of commonly used Lewis bases such as Ph3P or DMAP [4-(dimethylamino)pyridine] but weaker than that of their NHC analogues; however, caution should be taken when generalizing this conclusion to a wide range of electrophiles with distinctively electronic and structural properties.
Synthesis, NMR Spectra, and Photoelectron Spectra of Cyclic Ketene N,X-Acetals (2-Alkylidene-N-heterocycles)
Quast, Helmut,Ach, Manfred,Kindermann, Markus K.,Rademacher, Paul,Schindler, Michael
, p. 503 - 516 (2007/10/02)
Deprotonation by sodium hydride of the N-methyl-2-alkylazolium salts 10c, 14-16, and 18 and of the perimidinium salt 20 as well affords the corresponding ketene N,X-acetals 1c, 3-5, 7 and 8 as air-sensitive distillable oils or low-melting crystals.The α-c