Dataset of Access to Chiral Rigid Hemicyanine Fluorophores from Tröger Bases and alpha-Imino Carbenes

Chiral hemicyanine fluorophores are afforded in three steps only from Tröger bases via α-imino carbene additions, an original aminal deprotection and Cu(II)-mediated oxidations. The stable benzodiazepinoindolium salts are readily isolated and present (chir)optical properties that can be fine-tuned by late-stage cross-coupling functionalization. The hemicyanine character of dyes was rationalized using first principles.

手性半花菁荧光团（Chiral hemicyanine fluorophores）可仅以特罗格碱（Tröger base）为起始原料，经三步反应制得，反应路径涵盖α-亚氨基卡宾加成反应、原创性缩醛胺脱保护反应以及铜(II)介导的氧化反应。所得的稳定苯并二氮杂卓并吲哚鎓盐（benzodiazepinoindolium salts）易于分离，其（手性）光学性质可通过后期交叉偶联官能化实现精准调控。研究人员通过第一性原理（first principles）对该类染料的半花菁特性进行了合理化阐释。