Bellini, Clement’s team published research in Chemistry – A European Journal in 22 | CAS: 140-28-3

Chemistry – A European Journal published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C16H20N2, COA of Formula: C16H20N2.

Bellini, Clement published the artcileAlkaline-Earth-Catalyzed Cross-Dehydrocoupling of Amines and Hydrosilanes: Reactivity Trends, Scope and Mechanism, COA of Formula: C16H20N2, the publication is Chemistry – A European Journal (2016), 22(13), 4564-4583, database is CAplus and MEDLINE.

Alk.-earth (Ae = Ca, Sr, Ba) complexes catalyze the chemoselective cross-dehydrocoupling (CDC) of amines and hydrosilanes. Key trends were delineated in the benchmark couplings of Ph3SiH with pyrrolidine or tBuNH2. Ae{E(SiMe3)2}2¡¤(THF)x (E = N, CH; x = 2-3) are more efficient than [N?]Ae[E(SiMe3)2]¡¤(THF)n (E = N, CH; n = 1-2) complexes ([N?]– = [ArN(o-C6H4)C(H):NAr]– with Ar = 2,6-iPr2C6H3) bearing an iminoanilide ligand, and alkyl pre-catalysts are better than amido analogs. Turnover frequencies (TOFs) increase in the order Ca<Sr<Ba. Ba[CH(SiMe3)2]2¡¤(THF)3 displays the best performance (TOF up to 3600 h-1). The substrate scope (>30 products) includes diamines and di(hydrosilane)s. Kinetic anal. of the Ba-promoted CDC of pyrrolidine and Ph3SiH shows that 1: the kinetic law is rate = k[Ba]1[amine]0[hydrosilane]1, 2: electron-withdrawing p-substituents on the arylhydrosilane improve the reaction rate and 3: a maximal kinetic isotopic effect (kSiH/kSiD=4.7) is seen for Ph3SiX (X = H, D). DFT calculations identified the prevailing mechanism; instead of an inaccessible ¦Ò-bond-breaking metathesis pathway, the CDC appears to follow a stepwise reaction path with N-Si bond-forming nucleophilic attack of the catalytically competent Ba pyrrolide onto the incoming silane, followed by rate limiting H-atom transfer to Ba. The participation of a Ba silyl species is prevented energetically. The reactivity trend Ca<Sr<Ba results from greater accessibility of the metal center and decreasing Ae-Namide bond strength upon descending Group 2.

Chemistry – A European Journal published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C16H20N2, COA of Formula: C16H20N2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia