Kikuchi, Katsuaki;Nakamura, Jun;Nagata, Yuuya;Tsuchida, Hiromu;Kakuta, Takahiro;Ogoshi, Tomoki;Morisaki, Yasuhiro published 《Control of Circularly Polarized Luminescence by Orientation of Stacked π-Electron Systems》 in 2019. The article was appeared in 《Chemistry – An Asian Journal》. They have made some progress in their research.Electric Literature of C10H13ClO3 The article mentions the following:
V-shaped bis(arylethynylarylethynyl) para-cyclophane I (R = 4-MeOC6H4) and its enantiomer were prepared to determine the relative circularly polarized luminescence of X-shaped and V-shaped luminescent mols. A racemic para-cyclophanediol was esterified with a camphanic chloride to yield a mixture of diastereomers which was brominated and then separated; hydrolysis of the camphanate esters, O-methylation, Sonogashira coupling with trimethylsilylacetylene, desilylation, and Sonogashira coupling with an iodoaryl alkyne yielded I (R = 4-MeOC6H4) and its enantiomer. I emitted intense circularly polarized luminescence (CPL); the sign of CPL emitted by a related X-shaped mol. was opposite to that of I, indicating that the sign of CPL can be controlled by the relative orientation of stacked fluorophores.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.
(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Electric Literature of C10H13ClO3) is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.
Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics