Hydrogen-bonded helices in 2-aminothiazole derivatives: generation of chiral crystals from small achiral molecules

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• 作者：Aixi  ; Hu^a ;   ; ^{axhu@hnu.edu.cn} ; Gao  ; Cao^b ;   ; ^{g.cao@mail.scut.edu.cn}
• 刊名：Tetrahedron: Asymmetry
• 出版年：2011
• 出版时间：30 June 2011
• 年：2011
• 卷：22
• 期：12
• 页码：1332-1336
• 全文大小：623 K

文摘

The hydrobromide and nitrate of 4-(tert-butyl)-5-(4-chlorobenzyl)thiazol-2-amine have been synthesized, and their chiral symmetry breaking in the solid-state has been investigated. It is shown that each molecule is connected by continuous N¨CH¡¤¡¤¡¤Br/N¨CH¡¤¡¤¡¤O hydrogen bonds to afford left- or right-handed helical assemblies in the crystal packing. Mirror-image CD spectra were obtained for the right- and left-handed helical-type chiral crystals.