ArticleRSC advances2026
KCN/CuCN-mediated complete cyanation of hexabromotriphenylene.
Article in RSC advances, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Complete cyanation of highly brominated aromatics is often hindered by the challenge of converting multiple carbon-bromine (C-Br) bonds within a single molecular framework. 2,3,6,7,10,11-Hexabromotriphenylene (HBTP) exemplifies this challenge, as its conversion to triphenylene-2,3,6,7,10,11-hexacarbonitrile (HCNTP) requires the replacement of all six C-Br bonds with cyano groups. Herein, we report an efficient cyanation of HBTP using potassium cyanide (KCN) and copper(i) cyanide (CuCN) in dimethyl sulfoxide (DMSO). The combination of KCN and CuCN effectively promoted the complete cyanation of HBTP, whereas either cyanide reagent alone led to limited or negligible formation of HCNTP. Among the examined conditions, a KCN/CuCN molar ratio of 1 : 2 gave HCNTP in a 66.4% isolated yield after recrystallization. This result is consistent with the suppression of DMSO coordination to Cu(i) by free CN
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