Synthesis of 2‑Phospha[7]helicene, a Helicene with a Terminal Phosphinine Ring

0558546 - ÚCHP 2024 RIV US eng J - Článek v odborném periodiku
Beránek, Tomáš - Jakubec, Martin - Sýkora, Jan - Císařová, I. - Žádný, Jaroslav - Storch, Jan
Synthesis of 2‑Phospha[7]helicene, a Helicene with a Terminal Phosphinine Ring.
Organic Letters. Roč. 24, č. 26 (2022), s. 4756-4761. ISSN 1523-7060. E-ISSN 1523-7052
Grant CEP: GA ČR(CZ) GA20-19353S
Institucionální podpora: RVO:67985858
Klíčová slova: circularly-polarized-light * photophysical properties * coordination chemistry * phospinines
Obor OECD: Organic chemistry
Impakt faktor: 5.2, rok: 2022
Způsob publikování: Omezený přístup

A synthetic strategy toward phosphahelicenes containing a terminal phosphinine ring has been explored. The 4-phenyl-6-methyl-2-phospha[7]helicene was prepared from starting 2-bromobenzo[c]phenanthrene in 12% overall yield in 12 steps. The synthetic approach involves introduction of the phosphorus function prior to photocyclization forming the final
helicene skeleton, followed by the formation of a phosphorus hexacycle. The structure of the first phosphahelicene with a terminal phosphinine ring was confirmed by X-ray crystallography.
Trvalý link: http://hdl.handle.net/11104/0332184