358720-68-0Relevant academic research and scientific papers
Fast Titanium-Catalyzed Hydroaminomethylation of Alkenes and the Formal Conversion of Methylamine
Bielefeld, Jens,Doye, Sven
, p. 6138 - 6143 (2020)
The scientific interest in catalytic hydroaminoalkylation reactions of alkenes has vastly increased over the past decade, but these reactions have struggled to become a viable option for general laboratory or industrial use because of reaction times of several days. The titanium-based catalytic system introduced in this work not only reduces the reaction time by several orders of magnitude, into the range of minutes, but the catalyst is also demonstrated to be easily available from common starting materials, at a cost of approximately 1 € per millimole of catalyst. We were also able to formally perform C?H activation of methylamine and achieve coupling to a broad variety of alkenes, through silyl protection of the amine and simple deprotection by water.
Ureate Titanium Catalysts for Hydroaminoalkylation: Using Ligand Design to Increase Reactivity and Utility
Man?en, Manfred,Deng, Danfeng,Zheng, Cameron H. M.,Dipucchio, Rebecca C.,Chen, Dafa,Schafer, Laurel L.
, p. 4550 - 4560 (2021/05/04)
Hydroaminoalkylation describes the atom-economical catalytic synthesis of amines by forming new Csp3-Csp3 bonds using readily available amine and alkene feedstocks. Herein, we describe an earth-abundant and cost-efficient titanium catalyst generated in si
Cyclic Ureate Tantalum Catalyst for Preferential Hydroaminoalkylation with Aliphatic Amines: Mechanistic Insights into Substrate Controlled Reactivity
Daneshmand, Pargol,Ro?ca, Sorin-Claudiu,Dalhoff, Rosalie,Yin, Kejun,Dipucchio, Rebecca C.,Ivanovich, Ryan A.,Polat, Dilan E.,Beauchemin, André M.,Schafer, Laurel L.
supporting information, p. 15740 - 15750 (2020/10/18)
The efficient and catalytic amination of unactivated alkenes with simple secondary alkyl amines is preferentially achieved. A sterically accessible, N,O-chelated cyclic ureate tantalum catalyst was prepared and characterized by X-ray crystallography. This
Planar-Chiral [2.2]Paracyclophane-Based Pyridonates as Ligands for Tantalum-Catalyzed Hydroaminoalkylation
Braun, Carolin,Nieger, Martin,Br?se, Stefan,Schafer, Laurel L.
, p. 5264 - 5268 (2019/05/21)
By using planar chiral [2.2]paracyclophane-containing N,O-chelating ligands for tantalum-catalyzed hydroaminoalkylation, one of the most versatile catalytic systems for this reaction to date was obtained. Convenient Csp3?Csp3 bond fo
GROUP 5 METAL COMPLEXES FOR CATALYTIC AMINE FUNCTIONALIZATION
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Page/Page column 52-53, (2018/12/14)
This application pertains to group 5 metal complexes having the structure of Formula I; and their potential utility in catalyzing α-alkylation of secondary amine-containing moieties.
Phosphoramidate tantalum complexes for room-temperature C-H functionalization: Hydroaminoalkylation catalysis
Garcia, Pierre,Lau, Ying Yin,Perry, Mitchell R.,Schafer, Laurel L.
supporting information, p. 9144 - 9148 (2013/09/12)
A cooled reaction: Phosphoramidate-ClTaMe3 complexes promote the first example of room-temperature hydroaminoalkylation catalysis. This reaction can be realized under solvent-free conditions and with challenging substrates such as styrenes and dialkyl amines. When using a vinylsilane substrate, for the first time the linear regioisomer is obtained preferentially using a Group5 metal. TBS=tert-butyldimethylsilyl, TMS=trimethylsilyl. Copyright
Hydroaminoalkylation of unactivated olefins with dialkylamines
Herzon, Seth B.,Hartwig, John F.
supporting information; experimental part, p. 14940 - 14941 (2009/03/12)
The intermolecular addition of the α-C-H bonds of unactivated dialkylamines to unactivated olefins in the presence of the chloro amido complex [TaCl3(NEt2)2]2 (2) is described. This process forms the branched in
