Benzylic Imidazolidinium, 3,4,5,6‐Tetrahydropyrimidinium and Benzimidazolium Salts: Applications in Ruthenium‐Catalyzed Allylic Substitution Reactions

Abstract

Imidazolidinium, tetrahydropyrimidinium and benzimidazolium salts were prepared. Upon reaction with tBuOK, they generate carbene ligands, which were associated in situ to [RuCp*(MeCN)3]PF6 to produce ruthenium catalysts that are active for the substitution of allylic substrates by dimethyl malonate as a carbonucleophile and phenol. The influences of the N‐heterocyclic structures, as well as that of the benzylic N‐substituents, on the reactivity and regioselectivity were examined.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

Silver–N‐Heterocyclic Carbene Complexes: Synthesis, Characterization, and Antimicrobial Properties

“…The structures of the salts were determined by their characteristic spectroscopic data and elemental analyses. The results are consistent with those in the literature …”

Novel benzimidazolium salts and their silver complexes: Synthesis and antibacterial properties

“…These values are typical for NCHN protons of benzimidazolium salts [35,36]. The 13 C NMR spectra of 1a-1e exhibit the NCN resonances between δ 143.5 and 144.0 ppm, which are also typical values previously reported for benzimidazolium salts [37,38]. IR data for benzimidazolium salts clearly indicate the presence of the -C_N-group with a υ(C_N) vibration between 1442 and 1465 cm − 1 .…”

The influence of moisture on deprotonation mode of imidazolinium chlorides with palladacycle acetate dimer

“…Complexes with imidazolin-2-ylidenes and imidazolidin-2-ylidenes can be prepared by various methods [16]. Among them in situ, deprotonation reactions involving basic metal salts, such as Pd(OAc) 2 , has attracted continuous interest since NHC complexes can be obtained in high yields, under mild conditions, avoiding the free NHC ligands which are difficult to handle, due to highly reactive nature of the species [17][18][19][20].…”