The energy-rich perhalogenocyclopropenes cyclo-C3X4 ( X = F , CI, Br), which are widely used synthetic building blocks, are volatile, thermally relatively stable, covalent compounds."] During our investigations of iodocarbenium ions"." we have now been able to synthesize the last missing member of this class of substances, namely cyclo-C,I, 1; compound 1 differs dramatically in its structure and reactivity from its lighter homologues. 0 VCH Verlagsgesellschaft mhH. 0-6940 Weinheim. 1986
The reaction of appropriate amounts of the N‐silyl reagent (III), prepared in situ from (I), with chloranil (V) gives the title compounds (IV) and (VI).
Die Sonderstellung der Iodverbindung in der Reihe der Perhalogencyclopropene geht daraus hervor, daß cyclo‐C3I4 das Salz 1 bildet–die Analoga mit F, Cl, Br sind kovalente Verbindungen. 1 neigt zu explosionsartigem Zerfall in die Elemente.
Reaction of C3Cl4 (I) with either Me3SiI or BI3 leads to the title compound (II) (caution: C3I4 explodes violently when dry or when an attempt is made to dissolve it in polar solvents such as MeOH, MeCN).
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