Synthesis, Chiral Resolution, and Absolute Configuration of C2-Symmetric, Chiral 9,9′-Spirobifluorenes

• Published in: European journal of organic chemistry Vol. 2014; no. 29; pp. 6513 - 6518
• Main Authors: Stobe, Caroline, Seto, Ryota, Schneider, Andreas, Lützen, Arne
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.10.2014; WILEY‐VCH Verlag; Wiley Subscription Services, Inc
• Subjects: Analytical methods; Chiral resolution; Chromatography; Configuration determination; Liquid chromatography; Spiro compounds

Racemic 2,2′‐, 2,2′,7,7′‐, and 2,2′,3,3′‐substituted 9,9′‐spirobifluorenes were synthesised and successfully resolved by HPLC on a Chiralpak IA stationary phase on both analytical and semipreparative scales. Their absolute configurations were determined by comparison of their specific optical rotati...