Syntheses and crystal structures of two di-naph-tho[2,1-d:1',2'-f][1,3]dithiepine atropisomers

两种二萘并[2,1-d:1',2'-f][1,3]二噻吩并阿托品异构体的合成和晶体结构

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Abstract

The closely related title compounds, 1-(di-naphtho-[2,1-d:1',2'-f][1,3]dithiepin-4-yl)-2,2-di-methyl-propan-1-ol, C(26)H(24)OS(2), 1 and 2-(di-naphtho-[2,1-d:1',2'-f][1,3]dithiepin-4-yl)-3,3-di-methyl-butan-2-ol, C(27)H(26)OS(2), 2, both comprise an atrop-isomeric binaphthyl di-thio-acetal unit substituted at the methyl-ene 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 inter-molecular O-H⋯S hydrogen bonds whereas in 2, the O-H⋯S link is intra-molecular. Weak C-H⋯π inter-actions link the mol-ecules into extended arrays in both structures.

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