Acetylenic esters. Preparation and mechanism of formation of alkynyl tosylates and mesylates via tricoordinate iodonium species

PJ Stang, BW Surber, ZC Chen…

Index: Stang,P.J.; Surber,B.W.; Chen,Z.C. Journal of the American Chemical Society, 1987 , vol. 109, p. 228

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Citation Number: 119

Abstract

Abstract: The preparation and characterization of the first acetylenic esters of any kind (alkynyl tosylates, RC= COTs, and mesylates, RCXOM s) is reported. A simple, two-step procedure, starting from commercially available iodosobenzene diacetate, was employed in the synthesis. The final step involved ligand-ligand coupling in a tricoordinate iodonium species, C6H51-(OTs) C= CR, via metal complexing. X-ray data indicate an ionic structure ...