ELECTROPHILIC SUBSTITUTION OF 4H-CYCLOPENTA[DEF]PHENANTHRENE - BROMINATION

The bromiation of 4H-cyclopenta[def]phenanthrene gave the 1-bromo derivative as a main product accompanied by small amounts of 3-and 8-bromo isomers. The hydrocarbon was transformed into 4-bromo-and 8, 9-dibromo-8, 9-dihydro-4H-cyclopenta[def]phenanthrene by radical bromination under exposure to light. Additionally, the reaction of 8, 9-dihydro-4H-cyclopenta[def]phenanthrene and cyclopenta[def]phenanthren-4-one with bromine yielded 2-and 8-bromo derivatives in high yields, respectively. © 1979, American Chemical Society. All rights reserved. © 1979, American Chemical Society. All rights reserved.