Title
Tetrathiafulvalene-[2.2]paracyclophanes: Synthesis, crystal structures, and chiroptical properties
Author
Cécile Mézière, Magali Allain, Cristina Oliveras-Gonzalez, Thomas Cauchy, Nicolas Vanthuyne, Laura G. Sarbu, Lucian M. Birsa, Flavia Pop, Narcis Avarvari
Year
2018
Journal
Chirality
Abstract
Two racemic tetrathiafulvalene-[2.2]paracyclophane electron donors EDT-TTF-[2.2]paracyclophane 1 and (COOMe)2-TTF-[2.2]paracyclophane 2 have been synthesized via the phosphite mediated cross coupling strategy. Chiral HPLC allowed the optical resolution of the (RP) and (SP) enantiomers for both compounds. Solid-state structures of (RP)-1 and (rac)-2 have been determined by single crystal X-ray analysis. Intermolecular π-π and S•••S interactions are disclosed in the packing. Single crystal X-ray analysis of (RP)-1 combined with experimental and theoretical circular dichroism spectra allowed the assignment of the absolute configuration of the enantiomers of 1 and 2.
Instrument
J-815
Keywords
Circular dichroism, Absolute configuration, Materials