Department of Organic Chemistry, Faculty of Science, Palacký University, 17. Listopadu 12, 771 46 Olomouc, Czech Republic.
J Org Chem. 2020 Oct 16;85(20):12912-12921. doi: 10.1021/acs.joc.0c01510. Epub 2020 Sep 18.
Axially chiral trifluoromethylbenzimidazolylbenzoic acid (TBBA) was used as a chiral derivatization agent for the assignment of the absolute configuration of β-chiral primary alcohols. The structures varied from simple aliphatic alcohols to complex cyclic systems and highly substituted sugar derivatives. The NMR-based method was successfully implemented to evaluate 17 compounds and displayed Δδ values higher than 0.1 ppm in most cases, which makes TBBA superior to MTPA and MPA and comparable to 9-AMA.
手性三氟甲基苯并咪唑基苯甲酸（TBBA）被用作手性衍生试剂，用于确定β-手性伯醇的绝对构型。所涉及的结构从简单的脂肪族醇到复杂的环状体系和高度取代的糖衍生物不等。该基于 NMR 的方法成功地评估了 17 种化合物，在大多数情况下，Δδ 值高于 0.1 ppm，这使得 TBBA 优于 MTPA 和 MPA，与 9-AMA 相当。
