Litcius/Paper detail

Efficient Fe-Catalyzed Terminal Alkyne Semihydrogenation by H<sub>2</sub>: Selectivity Control via a Bulky PNP Pincer Ligand

Dilip K. Pandey, Eugene Khaskin, Shrinwantu Pal, Robert R. Fayzullin, Julia R. Khusnutdinova

2022ACS Catalysis19 citationsDOI

Abstract

We report an efficient semihydrogenation of terminal alkynes with H2, catalyzed by a modified, tetramethylated PNP pincer Fe hydride complex. The reactivity contrasts with an analogous classical PNP Fe hydride complex containing CH2 arms, which catalyzes predominantly terminal alkyne dimerization even in the presence of H2, and with an N-Me arm PNP Fe complex, which is known to cause overreduction to alkanes and requires the presence of a trimethylsilyl protective group. Such straightforward PNP ligand modification is a convenient tool that switches reactivity and leads to selective alkene formation, with no dimerization side products observed and only a minor contribution from overreduction.

Topics & Concepts

AlkyneAlkeneChemistryReactivity (psychology)Pincer movementCatalysisPincer ligandLigand (biochemistry)HydrideSelectivityTrimethylsilylStereochemistryMedicinal chemistryCombinatorial chemistryOrganic chemistryHydrogenBiochemistryReceptorPathologyAlternative medicineMedicineAsymmetric Hydrogenation and CatalysisCarbon dioxide utilization in catalysisCatalytic C–H Functionalization Methods