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Article Dans Une Revue Chirality Année : 2018

Tetrathiafulvalene-[2.2]paracyclophanes: Synthesis, crystal structures, and chiroptical properties

Résumé

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 (R P) and (S P) enantiomers for both compounds. Solid-state structures of (R P)-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 (R P)-1 combined with experimental and theoretical circular dichroism spectra allowed the assignment of the absolute configuration of the enantiomers of 1 and 2.
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Dates et versions

hal-02092308 , version 1 (08-04-2019)

Identifiants

Citer

Cécile Mézière, Magali Allain, Cristina Oliveras-Gonzalez, Thomas Cauchy, Nicolas Vanthuyne, et al.. Tetrathiafulvalene-[2.2]paracyclophanes: Synthesis, crystal structures, and chiroptical properties. Chirality, 2018, Proceedings 16th International Conference on Chiroptical Spectroscopy, Rennes France 2017, 30 (5), pp.568-575. ⟨10.1002/chir.22831⟩. ⟨hal-02092308⟩
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