Synthesis of a Three-Bladed Propeller-Shaped Triple [5]Helicene

• Published in: Journal of organic chemistry Vol. 82; no. 11; pp. 5663 - 5668
• Main Authors: Saito, Hiromu, Uchida, Akira, Watanabe, Soichiro
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 02.06.2017; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; RACEMIZATION BARRIERS; HEXABENZOTRIPHENYLENE; PI-SYSTEMS; PHOTOCHEMISTRY; PHOTOCYCLIZATION; DERIVATIVES; DOUBLE HELICENE

Three-bladed propeller-shaped triple [5]­helicene was synthesized using eliminative and oxidative photocyclization reactions, which proceeded in 37 and 63% yields, respectively. Chromatographic purification gave a mixture of diastereomers, and the PPM and PMM isomers were gradually converted to the...