1.3- Diiodo-2- propane

Disubstitution product 107 was obtained in the reaction of l,3-diiodo-2,2-dimethyl-propane (106) with 27b (equation 78). The monosubstitution product is not an intermediate in this process157. These results are in agreement with a fast intramolecular ET to the a C—I bond of the monosubstituted radical-anion intermediate. 

C4H7I3 1,3-diiodo-2-(iodomethyl)-propane. .. 569.90 50.561 2 3379 C4H8CI20 1,3-dichloro-2-methyl-2-propanol 597-32-0 447.65 38.878 1,2... 

C4H7F3 1,1,2-trifluoro-2-methyl propane 218.21 4.419 2 3408 C4H8I2 1,2-diiodo-2-methylpropane 66794-23-8 252.88 7.514 2... 

Upon Simmons-Smith cyclopropanation (CH2I2, Zn/Ag " or Zn/Cu ) vinylidenecyclo-propane gave a mixture of bicyclopropylidene (7) and dispiro[2.1,2.0]heptane (8). - An analogous reaction took place when 7-methylenedispiroheptane (9) was reacted with diiodo-methane and zinc-silver couple to give the trispiro[2.0.2.0.2.0]nonane (10) in quantitative yield.Small quantities of dispiro[2.1.2.0]heptane were isolated from the palladium acetate catalyzed reaction of vinylidenecyclopropane and diazomethane together with a variety of methylene insertion products. 

Several tricyclic monomers required for oxidative (electrochemical or chemical) polymerization have been prepared by coupling reactions. Thus, l,4-diiodo-2,5-dimethylbenzene was coupled with 2-thienylmagnesium bromide in the presence of nickel(II) bis(diphenylphosphino)propane dibromide (NidpppBr2). However when methoxy groups were present in the benzene ring ortho to the site of coupling, the decreased electrophilicity necessitated the use of a more nucleophilic thiophene derivative, 2-thienylcopper (Equation (60)). 

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