Determination of the absolute structure of the chiral crystal consisting of achiral dibutylhydroxytoluene and asymmetric autocatalysis triggered by this chiral crystal

作者：Matsumoto Arimasa; Takeda Sora; Harada Shunya; Soai Kenso

来源：Tetrahedron: Asymmetry , 2016, 27(19): 943-946.

DOI：10.1016/j.tetasy.2016.07.013

Absolute structure is determined of chiral crystal composed of achiral dibutylhydroxytoluene (BHT, 2,6-di-tert-butyl-p-cresol) by single crystal X-ray diffraction and circular dichroism. Left-handed (M-) crystals exhibited a positive Cotton effect at a wavelength of approximately 288 nm observed using KBr disk [CD (+)288(Kbr)]. In contrast, right-handed (P-) crystals exhibited a negative Cotton effect at the same wavelength [CD(-)288(Kbr)]. Asymmetric autocatalysis is triggered by the chiral crystals of achiral BHT, i.e., M-(+)-BHT afforded (S)-pyrimidyl alkanol and P-(-)-BHT afforded (R)-pyrimidyl alkanol. 2016 The Author(s). Published by Elsevier Ltd.

• 出版日期2016-10-15