941609-50-3Relevant articles and documents
Phosphoramidate tantalum complexes for room-temperature C-H functionalization: Hydroaminoalkylation catalysis
Garcia, Pierre,Lau, Ying Yin,Perry, Mitchell R.,Schafer, Laurel L.
, p. 9144 - 9148 (2013)
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
Fast Titanium-Catalyzed Hydroaminomethylation of Alkenes and the Formal Conversion of Methylamine
Bielefeld, Jens,Doye, Sven
supporting information, p. 6138 - 6143 (2020/03/13)
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.
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
[Ind2TiMe2]: A catalyst for the hydroaminomethylation of alkenes and styrenes
Kubiak, Raphael,Prochnow, Insa,Doye, Sven
supporting information; experimental part, p. 2626 - 2629 (2010/06/18)
(Chemical Equation Presentation) Metal-catalyzed hydroaminomethylations of styrenes, which take place by C-H bond activation, can be achieved in the presence of the catalyst [Ind2TiMe2] (Ind = η5-indenyl). Corresponding reactions of l-alkenes with N-methylanilines performed at temperatures between 80°C and 105°C usually take place with regioselectivities of better than 99:1 in favor of the branched product.
