Prescursors for and synthesis of mono- and difunctionalized acetylenes and difunctional 1,3-diynes

A mixed iodonium sulfonate compound having the structure

• Phenyl-I.sup.+ C.tbd.CR'..sup.- OSO.sub.2 CF.sub.3,
• wherein R' is H or any R' moiety which can be derived by the following reaction:
• PHI.sup.+ (X)OSO.sub.2 CF.sub.3 +A.sub.3 (Si or Sn)C.tbd.CR'.fwdarw.R'C.tbd.CPhI.sup.+.OSO.sub.2 CF.sub.3,
• wherein X is OAc, NHAc, NCO, or CN, and wherein A is selected from the group consisting of:
• n- butyl, methyl, ethyl, phenyl.

A method of making a mixed iodonium sulfonate, comprising the steps of:

• perparing a solution comprising an organic solvent, iodosobenzene, and a tri-alkylsily sulfonate having the gneral structure A.sub.3 Si-OSO.sub.2 R with A being a lower alkyl and R being selected from the group consisting of:
• --CF.sub.3, n-C.sub.4 F.sub.9, and p-CH.sub.3 C.sub.6 H.sub.4 ;
• reacting the solution for a time sufficient to produce an intermediate solution;
• adding to the intermediate solution a trialkylsilyl compound having the structure A'.sub.3 SiX, wherein X is selected from the group consisting of:
• OAc, NHAc, NCO, and CN, and A' is a lower alkyl;
• further reacting the intermediate solution after addition of the trialkylsilyl compound for a sufficient time to form a precipitate containing a mixed iodonium sulfonate having the structure
• Phenyl-I.sup.+ (X).cndot.OSO.sub.2 R;
• and
• recovering the mixed iodonium sulfonate.

A mixed iodonium sulfonate compound having the structure

• Phenyl-I.sup.+..sup.- OSO.sub.2 R
• wherein R is selected from the group consisting of --CF.sub.3, n-C.sub.4 F.sub.9, and p-CH.sub.3 C.sub.6 H.sub.4 ;
• and X is selected from the group consisting of OAc, NHAc, NCO, CN, and C.tbd.Cr';
• wherein R' may be any one of the following, a lower alkyl group;
• an phenyl group, a halogen, a keto, arylketo, alkylketo, amidoketo, esterified keto, arylsulfone group, an amino group, an alkoxy group where the alkyl is a lower alkyl group, a silyl or tri-alkylsilyl where the alkyl is a lower alkyl group, an alkyl-O-CH.sub.2 where the alkyl is a lower alkyl group, or an arylalkyl group.