Helicenes: Synthesis, Properties, and Applications

0561406 - ÚCHP 2023 RIV DE eng M - Část monografie knihy
Storch, Jan - Žádný, Jaroslav - Církva, Vladimír - Jakubec, Martin - Hrbáč, J. - Vacek, J.
The Photochemical Approach to Helicenes.
Helicenes: Synthesis, Properties, and Applications. Weinheim: Wiley, 2022 - (Crassous, J.; Stará, I.; Starý, I.), s. 1-52. ISBN 978-3-527-34810-7
Institucionální podpora: RVO:67985858
Klíčová slova: helicenes * phototransformation * photocyclization
Obor OECD: Organic chemistry

In this chapter, the authors have decided to follow the nomenclature recommen-da¬tions of IUPAC [1] for class names of organic compounds, which classifies heli-cenes as ort/io-fused polycyclic aromatic or heteroaromatic compounds in which all rings (minimum five) are angularly arranged so as to give helically shaped mol-ecules, which are thus chiral.Therefore, the following text includes [n]helicenes where n > 5 and the photoreaction is the very last step of their preparation, unless stated otherwise.
Two basic photo-approaches (oxidative photocyclodehydrogenation and pho-toin¬duced elimination, for details, see Section 1.2) were used for the preparation of all helicenes listed in this chapter. The photochemically created bonds are high-lighted in red in all figures. Non-oxidative photochemical approaches are discussed in specific cases.
At the beginning of the chapter, some general features are mentioned, including the mechanism of the photocyclization, reaction conditions, attempts at asymmetric photosynthesis, and the synthetic approach to starting materials. The appropriate helical structures and their preparations are described in sections on carbo-, aza-, thia-, and phosphahelicenes and other helicenes. Helicene-like molecules, including dihydrohelicenes, are discussed separately, as well as photochemical transforma¬tions of helicenes.

Trvalý link: https://hdl.handle.net/11104/0334026