Application of 3030-47-5, Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 3030-47-5, Name is N1-(2-(Dimethylamino)ethyl)-N1,N2,N2-trimethylethane-1,2-diamine, SMILES is CN(C)CCN(CCN(C)C)C, belongs to catalyst-ligand compound. In a article, author is Wang, Min, introduce new discover of the category.
Selectivity control in inverse electron demand Diels-Alder reaction of o-Quinone methides catalyzed by chiral N,N ‘-Dioxide-Sc(III) complex
The reaction mechanism and origin of asymmetric induction in inverse electron demand Diels-Alder (IEDDA) reaction of ortho-quinone methide (o-QM) and fulvene mediated by chiral N,N’-dioxide-Sc(III) catalyst were rationalized using B3LYP-D3(BJ) functional with def2-TZVP basis set. The uncatalyzed IEDDA reaction was concerted but highly asynchronous with activation barriers of 29.8 similar to 31.8 kcal mol(-1). Good linear relationship between the Hammett substituent constant (sigma(P)) of o-QM and the activation barrier (Delta G(not equal)) of DA reaction was discovered. The secondary orbital interaction (SOI) between the conjugated diene of o-QM and fulvene moiety stabilized the endo-transition state, contributing to high endo-selectivity. The catalytic asymmetric IEDDA reaction occurred via a stepwise mechanism, including the construction of C-beta-C-4 bond, followed by the formation of C-alpha-O-1 bond. The bulky substituents (i.e., adamantyl or triphenylmethyl) in amide moiety of ligand furnished sufficient steric shielding for re-face of diene, inducing the attack of fulvene from si-face in endo-pathway. The substituent at exocyclic methylene of the unsymmetrical fulvene was crucial for the adjustment of E/Z selectivity. The steric repulsion between cyclohexyl group in fulvene and aromatic ring in o-QM raised the destabilizing strain energy (Delta E-strain) at the transition state in Z-configuration, contributing to the predominant E-product.
Application of 3030-47-5, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 3030-47-5 is helpful to your research.
Reference:
Metal catalyst and ligand design,
,Ligand Template Strategies for Catalyst Encapsulation – NCBI