108971-43-3

Upstream product

• 29949-16-4 2,2’-diphenylpentanenitrile 
• 86-29-3 Diphenylacetonitrile 
• 53001-06-2 2,2-diphenyl-4-pentenylamine 
• 4279-86-1 3,3-diphenyl-1-propyne 
• 5558-71-4 2,2-diphenyl-pent-4-enenitrile 

Downstream Products

• 1244548-88-6 Rh((CH₃)2C(C₆H₃P(N(C₂H₅)2)2)2O)(NH₂CH₂C(C₆H₅)2C₃H₇)⁽¹⁺⁾*BF₄^(1-)=(Rh((CH₃)2C(C₆H₃P(N(C₂H₅)2)2)2O)(NH₂CH₂C(C₆H₅)2C₃H₇))BF₄ 
• 7500-29-0 N-(2,2-diphenyl-pentyl)-N'-phenyl-thiourea 
• 7475-84-5 N-(2,2-diphenyl-pentyl)-benzamide 
• 40691-84-7 (2,2-diphenyl-pentyl)-carbamic acid ethyl ester 

Relevant academic research and scientific papers

Well-Defined β-Diketiminatocobalt(II) Complexes for Alkene Cyclohydroamination of Primary Amines

A well-defined low-coordinate β-diketiminatocobalt(II) alkyl complex is reported as an active precatalyst for the selective alkene cyclohydroamination of unprotected primary amines under mild conditions (rt-90 °C). The reaction mechanism has been investigated by deuterium-labeling, kinetics, and stoichiometric experiments and in-depth computational DFT studies. On the basis of these studies, we propose a stepwise noninsertive mechanism that features a rate-determining nucleophilic attack of the amido group of a monomeric cobalt(II) amidoalkene-aminoalkene adduct intermediate to the noncoordinated pendant alkene followed by a rapid proton transfer from the coordinated aminoalkene to the cyclized adduct.

Chiral lanthanide complexes: Coordination chemistry, spectroscopy, and catalysis

The coordination chemistry and catalytic applications of organometallic and related lanthanide complexes bearing chiral oxazoline ligands is an area that has been largely underdeveloped, in comparison to complexes based upon lanthanide triflates for use i

Room Temperature Iron-Catalyzed Transfer Hydrogenation and Regioselective Deuteration of Carbon-Carbon Double Bonds

An iron catalyst has been developed for the transfer hydrogenation of carbon-carbon multiple bonds. Using a well-defined β-diketiminate iron(II) precatalyst, a sacrificial amine and a borane, even simple, unactivated alkenes such as 1-hexene undergo hydrogenation within 1 h at room temperature. Tuning the reagent stoichiometry allows for semi- and complete hydrogenation of terminal alkynes. It is also possible to hydrogenate aminoalkenes and aminoalkynes without poisoning the catalyst through competitive amine ligation. Furthermore, by exploiting the separate protic and hydridic nature of the reagents, it is possible to regioselectively prepare monoisotopically labeled products. DFT calculations define a mechanism for the transfer hydrogenation of propene with nBuNH2 and HBpin that involves the initial formation of an iron(II)-hydride active species, 1,2-insertion of propene, and rate-limiting protonolysis of the resultant alkyl by the amine N-H bond. This mechanism is fully consistent with the selective deuteration studies, although the calculations also highlight alkene hydroboration and amine-borane dehydrocoupling as competitive processes. This was resolved by reassessing the nature of the active transfer hydrogenation agent: experimentally, a gel is observed in catalysis, and calculations suggest this can be formulated as an oligomeric species comprising H-bonded amine-borane adducts. Gel formation serves to reduce the effective concentrations of free HBpin and nBuNH2 and so disfavors both hydroboration and dehydrocoupling while allowing alkene migratory insertion (and hence transfer hydrogenation) to dominate.

Experimental and Computational Mechanistic Studies of the β-Diketiminatoiron(II)-Catalysed Hydroamination of Primary Aminoalkenes

A comprehensive mechanistic study by means of complementary experimental and computational approaches of the exo-cyclohydroamination of primary aminoalkenes mediated by the recently reported β-diketiminatoiron(II) complex B is presented. Kinetic analysis

Extreme π-Loading as a Design Element for Accessing Imido Ligand Reactivity. A CCC-NHC Pincer Tantalum Bis(imido) Complex: Synthesis, Characterization, and Catalytic Oxidative Amination of Alkenes

A rare Ta bis(imido) complex, which has unique reactivity, was prepared by manipulating the coordination sphere of a CCC-NHC pincer Ta complex. The reaction of lithium tert-butylamide with complex 1 yielded (1,3-bis(3′-butylimidazol-2′-yl-1′-idene)-2-phenylene)bis(tert-butylimido)tantalum(V) (2) as a lithium iodide bridged dimer, as determined by the X-ray structure. Complex 2 catalytically cyclized α,ω-aminoalkenes to effect an oxidative amination of alkenes (dehydrogenation by C-H activation) and produced a cyclic imine, an equivalent of reduced substrate, and varying proportions of hydroamination. Various additives and concentration impact the catalytic results. Computational and experimental observations have led to an initial mechanistic hypothesis. Based upon it, precatalyst 2 appears to be the first example of a bifunctional catalyst (MH-NHR) that is highly selective for nonpolar C=C bonds in preference to polar C=X bonds for outer-sphere hydrogenation.

Well-defined four-coordinate iron(ii) complexes for intramolecular hydroamination of primary aliphatic alkenylamines

Despite the growing interest in iron catalysis and hydroamination reactions, iron-catalyzed hydroamination of unprotected primary aliphatic amines and unactivated alkenes has not been reported to date. Herein, a novel well-defined four-coordinate β-diketi

Near-IR luminescent neodymium complexes: Spectroscopic probes for hydroamination catalysis

Neodymium complexes bearing the sensitising bis(oxazolinylphenyl)amine (BOPA) ligands have been prepared, and analysed spectroscopically under both catalytic and pseudo-catalytic conditions with respect to the intramolecular hydroamination of an aminoalke

Intramolecular hydroamination of unbiased and functionalized primary aminoalkenes catalyzed by a rhodium aminophosphine complex

We report a rhodium catalyst that exhibits high reactivity for the hydroamination of primary aminoalkenes that are unbiased toward cyclization and that possess functional groups incompatible with more electrophilic hydroamination catalysts. The rhodium catalyst contains an unusual diaminophosphine ligand (L1) that binds to rhodium in a K3-P,O,P mode. The reactions catalyzed by this complex typically proceed at mild temperatures (room temperature to 70 °C) and occur with primary aminoalkenes lacking substituents on the alkyl chain that bias the system toward cyclization, with primary aminoalkenes containing chloride, ester, ether, enolizable ketone, nitrile, and unprotected alcohol functionality, and with primary aminoalkenes containing internal olefins. Mechanistic data imply that these reactions occur with a turnover-limiting step that is different from that of reactions catalyzed by late-transition-metal complexes of Pd, Pt, and Ir. This change in the turnover-limiting step and resulting high activity of the catalyst stem from favorable relative rates for protonolysis of the M-C bond to release the hydroamination product versus reversion of the aminoalkyl intermediate to regenerate the acyclic precursor. Probes of the origin of the reactivity of the rhodium complex of L1 imply that the aminophosphine groups lead to these favorable rates by effects beyond steric demands and simple electron donation to the metal center.