Synthesis of (Di)thiahelicenes and Dithiophenohelicenes by [2+2+2] Cycloisomerization of Alkynes

0556447 - ÚOCHB 2023 RIV CH eng J - Článek v odborném periodiku
Palata, O. - Andronova, Angelina - Šámal, Michal - Nejedlý, Jindřich - Rybáček, Jiří - Buděšínský, Miloš - Bednárová, Lucie - Pospíšil, Lubomír - Císařová, I. - Starý, Ivo - Stará, Irena G.
Synthesis of (Di)thiahelicenes and Dithiophenohelicenes by [2+2+2] Cycloisomerization of Alkynes.
Helvetica Chimica Acta. Roč. 105, č. 3 (2022), č. článku e202100225. ISSN 0018-019X. E-ISSN 1522-2675
Grant CEP: GA ČR(CZ) GA20-23566S
Institucionální podpora: RVO:61388963
Klíčová slova: alkyne cycloisomerization * chirality * helical structures * redox properties * thiahelicenes * thiophene derivatives
Obor OECD: Organic chemistry
Impakt faktor: 1.8, rok: 2022
Způsob publikování: Omezený přístup
https://doi.org/10.1002/hlca.202100225

A series of inherently chiral (di)thiahelicenes/dithiophenohelicenes containing 5, 6, 9 or 11 (hetero)cycles in their helical backbone with thiophene subunit(s) embedded in it or annulated to its periphery were uniformly synthesized by intramolecular alkyne [2+2+2] cycloisomerization. Their structural, chemical and physicochemical properties such as crystal packing, oxidation, barrier to racemization, spontaneous thin film transformation or electrochemical behavior were studied and compared with the respective properties of the parent all-carbon helicenes and dibenzohelicenes.
Trvalý link: http://hdl.handle.net/11104/0330664