10137-80-1Relevant articles and documents
Synthesis, structures of benzoxazolyl iridium(III) complexes, and applications on C-C and C-N bond formation reactions under solvent-free conditions: Catalytic activity enhanced by noncoordinating anion without silver effect
Wang, Dawei,Zhao, Keyan,Xu, Chongying,Miao, Hongyan,Ding, Yuqiang
, p. 3910 - 3918 (2014)
Several new bisbenzoxazolyl iridium(III) complexes have been synthesized and characterized through X-ray crystallography. These complexes exhibit excellent catalytic activity in C-C and C-N bond formation reactions from the alkylation of amine with amine, amine with alcohol, ketone with alcohol, and alcohol with alcohol through a borrowing hydrogen reaction. Moreover, these iridium(III) complexes are effective catalysts for the alkylation of amine with alcohol and ketone with alcohol under solvent-free conditions. The catalytic activity of these complexes is greatly enhanced by noncoordinating, while the experiments have excluded the possibility of a "silver effect" (bimetallic catalysis or silver-assisted metal catalysis) from the experiments.
Continuous flow heterogeneous catalytic reductive aminations under aqueous micellar conditions enabled by an oscillatory plug flow reactor
?tv?s, Sándor B.,Buchholcz, Balázs,Darvas, Ferenc,Kappe, C. Oliver,Novák, Zoltán,Sipos, Gellért,Wernik, Michaela
, p. 5625 - 5632 (2021)
Despite the fact that continuous flow processing exhibits well-established technical advances, aqueous micellar chemistry, a field that has proven extremely useful in shifting organic synthesis to sustainable water-based media, has mostly been explored under conventional batch-based conditions. This is particularly because of the fact that the reliable handling of slurries and suspensions in flow has been considered as a significant technical challenge. Herein, we demonstrate that the strategic application of an oscillatory plug flow reactor enables heterogeneous catalytic reductive aminations in aqueous micellar media enhancing mass transport and facilitating process simplicity, stability and scalability. The micellar flow process enabled a broad range of substrates, including amino acid derivatives, to be successfully transformed under reasonably mild conditions utilizing only very low amounts of Pd/C as a readily available heterogeneous catalyst. The preparative capabilities of the process along with the recyclability of the heterogenous catalyst and the aqueous reaction media were also demonstrated. This journal is
Nickel-Catalyzed Amination of Aryl Thioethers: A Combined Synthetic and Mechanistic Study
Bismuto, Alessandro,Delcaillau, Tristan,Müller, Patrick,Morandi, Bill
, p. 4630 - 4639 (2020/05/19)
Herein, we report a nickel-1,2-bis(dicyclohexylphosphino)ethane (dcype) complex for the catalytic Buchwald-Hartwig amination of aryl thioethers. The protocol shows broad applicability with a variety of different functional groups tolerated under the catalytic conditions. Extensive organometallic and kinetic studies support a nickel(0)-nickel(II) pathway for this transformation and revealed the oxidative addition complex as the resting state of the catalytic cycle. All the isolated intermediates have proven to be catalytically and kinetically competent catalysts for this transformation. The fleeting transmetalation intermediate has been successfully synthesized through an alternative synthetic organometallic pathway at lower temperature, allowing for in situ NMR study of the C-N bond reductive elimination step. This study addresses key factors governing the mechanism of the nickel-catalyzed Buchwald-Hartwig amination process, thus improving the understanding of this important class of reactions.
