70227-88-2Relevant academic research and scientific papers
Cross-Coupling Reactions of Monosubstituted Tetrazines
Hoff, Lukas V.,Schnell, Simon D.,Tomio, Andrea,Linden, Anthony,Gademann, Karl
supporting information, p. 5689 - 5692 (2021/08/16)
A Ag-mediated Pd-catalyzed cross-coupling method for 3-bromo-1,2,4,5-tetrazine with boronic acids is presented. Electronic modification of the 1,1′-bis(diphenylphosphine)ferrocene (dppf) ligand was found to be crucial for good turnover. Using this fast method, a variety of alkyl-, heteroatom-, and halide-substituted aryl- and heteroaryl-tetrazines were prepared (29 examples, up to 87% yield).
Rhodium-Catalyzed Cyclization of Terminal and Internal Allenols: An Atom Economic and Highly Stereoselective Access Towards Tetrahydropyrans
Breit, Bernhard,Schmidt, Johannes P.
supporting information, p. 23485 - 23490 (2020/10/29)
A comprehensive study of a diastereoselective Rh-catalyzed cyclization of terminal and internal allenols is reported. The methodology allows the atom economic and highly syn-selective access to synthetically important 2,4-disubstituted and 2,4,6-trisubstituted tetrahydropyrans (THP). Furthermore, its utility and versatility are demonstrated by a great functional-group compatibility and the enantioselective total synthesis of (?)-centrolobine.
Iridium-Catalyzed α-Selective Arylation of Styrenes by Dual C?H Functionalization
Cooper, Phillippa,Crisenza, Giacomo E. M.,Feron, Lyman J.,Bower, John F.
supporting information, p. 14198 - 14202 (2018/10/02)
An IrI-system modified with a ferrocene derived bisphosphine ligand promotes α-selective arylation of styrenes by dual C?H functionalization. These studies offer a regioisomeric alternative to the Pd-catalyzed Fujiwara–Moritani reaction.
Electronic Effect of Ligands on the Stability of Nickel-Ketene Complexes
Al, Noman,Stolley, Ryan M.,Staudaher, Nicholas D.,Vanderlinden, Ryan T.,Louie, Janis
, p. 3750 - 3755 (2018/10/15)
Electronically variant (dppf)Ni(ketene) complexes were synthesized and characterized to perform kinetic analysis on their decomposition through a decarbonylation/disproportion process to Ni-CO complexes and alkenes. Ligands containing electron-donating groups stabilized such complexes, whereas an electron-withdrawing group was found to destabilize them. Hammett analysis on the decomposition reaction revealed the buildup of negative charges in the rate-determining step, which corroborates past computational models.
