Terminal Alkyne Coupling Reactions Through a Ring: Effect of Ring Size on Rate and Regioselectivity.

ABSTRACT: Terminal alkyne coupling reactions promoted by rhodium(I) complexes of macrocyclic NHC-based pincer ligands-which feature dodecamethylene, tetradecamethylene or hexadecamethylene wingtip linkers viz. [Rh(CNC-n)(C₂ H₄ )][BAr^F ₄ ] (n=12, 14, 16; Ar^F =3,5-(CF₃ )₂ C₆ H₃ )-have been investigated, using the bulky alkynes HC≡CtBu and HC≡CAr' (Ar'=3,5-tBu₂ C₆ H₃ ) as substrates. These stoichiometric reactions proceed with formation of rhodium(III) alkynyl alkenyl derivatives and produce rhodium(I) complexes of conjugated 1,3-enynes by C-C bond reductive elimination through the annulus of the ancillary ligand. The intermediates are formed with orthogonal regioselectivi

SUBMITTER: Storey CM 

PROVIDER: S-EPMC7756505 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature