Titanium-Catalyzed Hydroaminoalkylation of Ethylene.
TL;DR: The first examples of titanium‐catalyzed hydroaminoalkylation reactions of ethylene with secondary amines are presented and the first solid‐state structure of a titanapyrrolidine that is formed by insertion of an alkene into the Ti−C bond of a titanaaziridine is reported.
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Abstract: The first examples of titanium-catalyzed hydroaminoalkylation reactions of ethylene with secondary amines are presented. The reactions can be achieved with various titanium catalysts and they do not require the use of high pressure equipment. In addition, the first solid-state structure of a titanapyrrolidine that is formed by insertion of an alkene into the Ti-C bond of a titanaaziridine is reported.
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References
A Mild Hydroaminoalkylation of Conjugated Dienes Using a Unified Cobalt and Photoredox Catalytic System.
TL;DR: The coupling of photoredox-generated α-amino radical species with conjugated dienes using a unified cobalt and iridium catalytic system in order to access a variety of useful homoallylic amines from simple commercially available starting materials is described.
175
Group 5 Metal Binaphtholate Complexes for Catalytic Asymmetric Hydroaminoalkylation and Hydroamination/Cyclization
Alexander L. Reznichenko,Thomas J. Emge,Stephan Audörsch,Stephan Audörsch,Eric G. Klauber,Kai C. Hultzsch,Bernd Schmidt +6 more
TL;DR: In this paper, 3,3′-Silylated binaphtholate tantalum and niobium complexes were shown to be efficient catalysts for asymmetric hydroaminoalkylation of N-methylaniline derivatives and N-benzylmethylamine with simple alkenes in enantioselectivities of up to 80% ee.
111
The mechanism of hydroaminoalkylation catalyzed by group 5 metal binaphtholate complexes.
TL;DR: The results suggest that the catalytic activity can be enhanced by employing a more electron-deficient ligand backbone and the overall reaction rate is limited either by amide exchange or alkene insertion, as supported by reaction kinetics, kinetic isotope effects, and isotopic labeling studies.
107
Scandium-catalysed intermolecular hydroaminoalkylation of olefins with aliphatic tertiary amines.
TL;DR: A homoleptic scandium trialkyl complex in combination with a borate compound served as an excellent catalyst for the C–H addition of aliphatic tertiary amines to various olefins.