title: Diiodoindium(III) cation, InI₂⁺, a potent yneophile. Generation and application to cationic cyclization by selective π-activation of C≡C.
abstract: The removal of the iodide ion from indium triiodide by means of reactive Ag(I) salts leads to the formation of the highly reactive ligandless cation InI2(+), which is unusual in having two vacant low-lying p-orbitals. This bivalent Lewis acidity leads to an especially high affinity for the two orthogonal π-bonds of carbon-carbon triple bonds. Consequently, the double-coordinating InI2(+) is an especially effective reagent for the selective activation of C≡C and the catalytic initiation of cationic cyclization processes. A number of such reactions are described to demonstrate synthetic utility.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University , Cambridge, Massachusetts 02138, United States.
authors.forename: Karavadhi
authors.initials: K
authors.lastname: Surendra
authors.forename: E J
authors.initials: EJ
authors.lastname: Corey
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007204:Indium / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013379:Substrate Specificity
chemical_list: D007204:Indium; D002244:Carbon