706785-34-4Relevant academic research and scientific papers
Photoinduced Bergman cycloaromatization of imidazole-fused enediynes
Zhao, Zhengrong,Peacock, Justin G.,Gubler, Daniel A.,Peterson, Matt A.
, p. 1373 - 1375 (2007/10/03)
A series of 4,5-bis-(alkyn-1-yl)imidazoles-'imidazole-fused' enediynes-were synthesized and their reactivities in photoinduced Bergman cycloaromatization reactions were determined. The more conformationally rigid analogues gave cycloaromatized products in good yields upon irradiation (450 W low-pressure mercury lamp, ambient temperature). A bicyclic analogue (3) was shown to cleave supercoiled plasmid DNA.
Bergman cycloaromatization of imidazole-fused enediynes: The remarkable effect of N-aryl substitution
Zhao, Zhengrong,Peng, Yunshan,Dalley, N. Kent,Cannon, John F.,Peterson, Matt A.
, p. 3621 - 3624 (2007/10/03)
A series of N-aryl substituted 'imidazole-fused' (Z) 3-ene-1,5-diynes was prepared and kinetic parameters for their Bergman cycloaromatization reactivities were determined. N-Arylation enhanced rates relative to N-alkyl derivatives by up to sevenfold (ANOVA p0.0001). The greatest enhancement was exhibited by the N-phenyl derivative (sevenfold at 145°C).
