1370583-88-2Relevant academic research and scientific papers
A N-heterocyclic carbene (NHC) platinum complex as pre-catalyst for the intramolecular hydroamination of olefins with secondary alkylamines and oxidative amination of ω-alkenic amines
Zhang, Rui,Xu, Qin,Mei, Liang-Yong,Li, Sheng-Ke,Shi, Min
, p. 3172 - 3178 (2012)
A N-heterocyclic carbene (NHC) platinum complex 3 prepared from BINAM was found to be a highly effective pre-catalyst for the intramolecular hydroamination of olefins with secondary alkylamines to give the corresponding intramolecular hydroamination products in excellent yields. The substrate scope has been carefully examined and the plausible reaction mechanism has been also proposed.
In-Depth Study on Chloride Abstractions from (NHC)Ir(COD)Cl Complexes
Sipos, Gellért,Gao, Pengchao,Foster, Daven,Skelton, Brian W.,Sobolev, Alexandre N.,Dorta, Reto
, p. 801 - 817 (2017)
While attempting to prepare a series of cationic NHC-Ir complexes of general formula [(NHC)Ir(COD)]+ via the silver salt metathesis reaction of its precursor (NHC)Ir(COD)Cl in dichloromethane, we unexpectedly synthesized [(μ-Cl){(2,7-SICyNap)Ir(COD)}·{Ag(OTf)}], a chloride-bridged Ir-Ag adduct. This result led us to investigate the chloride abstraction from the (NHC)Ir(COD)Cl system in detail. We show how the outcome of this ubiquitous reaction is dependent on a fine balance between the nucleophilicity of the weakly coordinating anion (WCA) and the polarity/coordinating ability of the reaction medium. A frequently encountered alternative to using silver salts is also presented and compared. The experimental difference in the reactivities of cationic catalysts in a representative intramolecular hydroamination reaction shows how a cationic Ir-Ag adduct can fail to deliver the reaction product through what appears to be a stabilization of the catalytically inactive iridium-silver intermediate by the educt.
Developing NHC-Iridium Catalysts for the Highly Efficient Enantioselective Intramolecular Hydroamination Reaction
Gao, Pengchao,Sipos, Gellért,Foster, Daven,Dorta, Reto
, p. 6060 - 6064 (2017/09/15)
Chiral, cationic NHC-iridium complexes are introduced as catalysts for the intramolecular hydroamination reaction of unactivated aminoalkenes. The catalysts show high activity in the construction of pyrrolidines, which are accessed with excellent optical purity. Enantiomerically enriched piperidines and indolines are also produced, and various functional groups are tolerated with this LTM system. A reaction mechanism is proposed, and a major deactivation pathway of these catalysts is presented and discussed.
Unusual NHC-Iridium(I) Complexes and Their Use in the Intramolecular Hydroamination of Unactivated Aminoalkenes
Sipos, Gellért,Ou, Arnold,Skelton, Brian W.,Falivene, Laura,Cavallo, Luigi,Dorta, Reto
, p. 6939 - 6946 (2016/05/11)
N-heterocyclic carbene (NHC) ligands with naphthyl side chains were employed for the synthesis of unsaturated, yet isolable [(NHC)Ir(cod)]+ (cod=1,5-cyclooctadiene) complexes. These compounds are stabilised by an interaction of the aromatic win
Synthetic and Computational Studies on the Rhodium-Catalyzed Hydroamination of Aminoalkenes
Strom, Alexandra E.,Balcells, David,Hartwig, John F.
, p. 5651 - 5665 (2016/09/09)
The influence of ligand structure on rhodium-catalyzed hydroamination has been evaluated for a series of phosphinoarene ligands. These catalysts have been evaluated in a set of catalytic intramolecular Markovnikov hydroamination reactions. The mechanism o
