Syntheses and crystal structures of two dinaphtho[2,1-d:1′,2′-f][1,3]dithiepine atropisomers

Autor: Neil Beare, Gavin F. Painter, C. John McAdam
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Acta Crystallographica Section E: Crystallographic Communications, Vol 79, Iss 2, Pp 107-111 (2023)
Druh dokumentu: article
ISSN: 2056-9890
20569890
DOI: 10.1107/S2056989023000476
Popis: The closely related title compounds, 1-(dinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)-2,2-dimethylpropan-1-ol, C26H24OS2, 1 and 2-(dinaphtho[2,1-d:1′,2′-f][1,3]dithiepin-4-yl)-3,3-dimethylbutan-2-ol, C27H26OS2, 2, both comprise an atropisomeric binaphthyl dithioacetal unit substituted at the methylene carbon atom with a chiral neopentyl alcohol grouping. The overall stereochemistry of the racemate in each case is defined as aS,R and aR,S. In 1, the hydroxyl group generates inversion dimers via pairwise intermolecular O—H...S hydrogen bonds whereas in 2, the O—H...S link is intramolecular. Weak C—H...π interactions link the molecules into extended arrays in both structures.
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