Optical Activity of Bis-1,1′-spiroindanes. I. Optical Resolution and Absolute Configuration
作者:Sanji Hagishita、Kaoru Kuriyama、Masanori Hayashi、Yasuko Nakano、Keiji Shingu、Masazumi Nakagawa
DOI:10.1246/bcsj.44.496
日期:1971.2
spectra were analysed by means of a coupled oscillator model. The relative frequencies and signs of the rotational strengths associated with the p-band transition calculated for the (S)-configuration of 6,6′-disubstituted-bis-1,1′-spiroindanes agree with the positions and signs of the CD bands observed for the compounds derived from (−)-IIIc, establishing the absolute configuration of this series. The result
6,6'-dihydroxy-3,3,5,3',3',5'-hexamethyl-bis-1,1'-spiroindane (IIIa), 3,3,3',3'-tetramediyl 的分辨率报道了 -bis-1,1'-spiroindane-6,6'-二羧酸 (IIIc) 和 5,5'-dihydroxy-bis-1,1'-spiroindane (VIII)。测量了这些光学活性化合物及其衍生物的圆二色性和吸收光谱。通过耦合振荡器模型分析光谱。为 6,6'-二取代-双-1,1'-螺茚丹的 (S)-构型计算的与 p 带跃迁相关的旋转强度的相对频率和符号与 CD 带的位置和符号一致观察到衍生自 (-)-IIIc 的化合物,建立了该系列的绝对构型。结果通过由 (+)-IIIa 制备的 (-)-7,7'-二溴衍生物的 X 射线衍射研究证实。