Viktor V Zhdankin

US Patent:

52869016, Feb 15, 1994

Filed:

Jul 19, 1991

Appl. No.:

7/732663

Inventors:

Peter J. Stang - Salt Lake City UT
Charles M. Crittell - Salt Lake City UT
Bobby L. Williamson - Salt Lake City UT
Viktor Zhdankin - Salt Lake City UT

Assignee:

University of Utah Research Foundation - Salt Lake City UT

International Classification:

C07C30900

US Classification:

562 40

Abstract:

Precursors and methods for the synthesis of mono- and difunctionalized acetylenes are described. The invention includes novel tricoordinate iodonium transfer reagents and novel alkynyldi(phenyliodonium) salts, both of which are precursors for the functionalized acetylenes. The iodonium transfer reagents take the general form of mixed iodonium sulfonates PhI. sup. + (X)OSO. sub. 2 R. sub. f, where X may be OAc, NHAc, NCO, or CN. These mixed iodonium sulfonates are produced by reaction of iodosobenzene with certain substituted trimethylsilanes. To make the alkynyldi(phenyliodonium) salt PhI. sup. + C. tbd. CI. sup. + Ph. cndot. 2 R. sub. f SO. sub. 3. sup. -,a mixed iodonium sulfonate is reacted with a bistin acetylene of the kind R'. sub. 3 SnC. tbd. CSnR". sub. 3. Alternatively, the reaction may be performed with disubstituted tin diacetylenes to produce PhI. sup. + C. tbd. C-C. tbd. CI. sup. + Ph. cndot. 2 R. sub. f SO. sub. 3. sup. - to produce a dialkynyldi(phenyliodonium) salt.