ol8b02668_si_001.pdf (16.93 MB)
Rhodium-Catalyzed Arylzincation of Alkynes: Ligand Control of 1,4‑Migration Selectivity
journal contribution
posted on 2018-09-20, 00:00 authored by Jialin Ming, Tamio HayashiThe addition of arylzinc
reagents ArZnCl 1 to alkynes 2 was found
to be catalyzed by rhodium complexes in the presence
of a catalytic amount of zinc chloride. The selectivity in giving
2-arylalkenylzinc species 3 or ortho-alkenylarylzinc species 4, the latter of which is generated
through 1,4-Rh migration from alkenyl to aryl in the catalytic cycle,
is controlled by the ligands on rhodium. Ligands cod and binap gave 3 and 4, respectively, with high selectivity.