Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand
Jiangui Zhao, Xueli Zheng, Shaokun Tao, Yuxin Zhu, Jiwei Yi, Songbai Tang, Ruixiang Li, Hua Chen, Haiyan Fu, Maolin Yuan
Abstract
The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.
Topics & Concepts
HydroformylationChemistryConjugated systemRhodiumLigand (biochemistry)CatalysisRegioselectivityAcceptorTerminal (telecommunication)Combinatorial chemistryOrganic chemistryPolymerComputer scienceReceptorPhysicsBiochemistryCondensed matter physicsTelecommunicationsOrganometallic Complex Synthesis and CatalysisOrganoboron and organosilicon chemistryCatalytic Cross-Coupling Reactions