紧身衣
螯合作用
发光
硼
化学
圆二色性
立体化学
结晶学
材料科学
有机化学
物理
荧光
光学
光电子学
作者
Rebecca Clarke,Jake Weatherston,Rafid A. Taj-Aldeen,Paul G. Waddell,William McFarlane,Thomas J. Penfold,Jonathan Bogaerts,Wouter A. Herrebout,Lewis E. MacKenzie,Róbert Pál,Michael J. Hall
标识
DOI:10.1002/cptc.202200194
摘要
Abstract Helically chiral boron‐chelated dipyrromethene (BODIPY) dyes are known to exhibit solution phase circularly polarized luminescence (CPL), but examples are limited to a few synthetically accessible molecular architectures. We report a B−N chelation, S N Ar, Suzuki cross‐coupling, B−O chelation cascade reaction for the synthesis of understudied helically chiral, N , N , O , C ‐boron chelated, “confused” BODIPYs, from readily accessible 3,5‐dibromo‐BODIPY starting materials. Using this approach we have prepared a series of helically chiral “confused” BODIPYs with variation of the 3,5‐subsitutents. Following resolution by chiral HPLC, absolute stereochemistry was assigned through comparison of the experimental and calculated ECD spectra, and solution phase chiroptical properties including CPL were determined (| g lum | from 2.1 to 3.7×10 −3 ; B CPL from 11.3 to 27.2).
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