Sciencemadness Discussion Board

Br-[7]-Helicene-synthesis

CarobnjaK - 23-3-2018 at 03:30

hey, what is the mechnanism of this cyclisation reaction and what is the role of Br? thx




[Edited on 23-3-2018 by CarobnjaK]

[Edited on 23-3-2018 by CarobnjaK]

[Edited on 23-3-2018 by CarobnjaK]

[Edited on 23-3-2018 by CarobnjaK]

3.2_2to3_transformation_230318.jpg - 62kB

Outer - 23-3-2018 at 08:31

Br does not play a role, there could be any other substituent in this position (e.g. H, CH3, Cl, COOR, CN etc.). Iodine works as a dehydrogenating agent.

CarobnjaK - 23-3-2018 at 08:39

thx, so first photocyclisation and than dehydrogenation, is this position stronger in reactivity than other positions in product ?