Unpredictable cycloisomerization of 1,11-dien-6-ynes by a common cobalt catalyst

Abdusalom A Suleymanov; Dmitry V Vasilyev; Valentin V Novikov; Yulia V Nelyubina; Dmitry S Perekalin

doi:10.3762/bjoc.13.62

Unpredictable cycloisomerization of 1,11-dien-6-ynes by a common cobalt catalyst

Beilstein J Org Chem. 2017 Mar 31:13:639-643. doi: 10.3762/bjoc.13.62. eCollection 2017.

Authors

Abdusalom A Suleymanov¹, Dmitry V Vasilyev¹, Valentin V Novikov¹, Yulia V Nelyubina¹, Dmitry S Perekalin¹

Affiliation

¹ Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova str., 119991, Moscow, Russian Federation.

Abstract

1,11-Dien-6-ynes undergo cycloisomerization in the presence of the cobalt catalytic system CoBr₂/phosphine ligand/Zn/ZnI₂ giving cyclohexene, diene or cyclopropane structures depending on the type of the phosphine ligand. This unpredictable behaviour suggests that, although the availability of the cobalt catalytic system is appealing, the development of well-defined catalysts is desirable for further progress.

Keywords: catalysis; cobalt; cyclization; enynes; ligands.