Version 1
: Received: 18 January 2023 / Approved: 19 January 2023 / Online: 19 January 2023 (09:13:54 CET)
How to cite:
Mazzoccanti, G.; Franzini, R.; Ciogli, A.; Pierini, M.; Faggi, C.; Francioso, A.; Villani, C. Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides.. Preprints2023, 2023010352. https://doi.org/10.20944/preprints202301.0352.v1
Mazzoccanti, G.; Franzini, R.; Ciogli, A.; Pierini, M.; Faggi, C.; Francioso, A.; Villani, C. Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides.. Preprints 2023, 2023010352. https://doi.org/10.20944/preprints202301.0352.v1
Mazzoccanti, G.; Franzini, R.; Ciogli, A.; Pierini, M.; Faggi, C.; Francioso, A.; Villani, C. Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides.. Preprints2023, 2023010352. https://doi.org/10.20944/preprints202301.0352.v1
APA Style
Mazzoccanti, G., Franzini, R., Ciogli, A., Pierini, M., Faggi, C., Francioso, A., & Villani, C. (2023). Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides.. Preprints. https://doi.org/10.20944/preprints202301.0352.v1
Chicago/Turabian Style
Mazzoccanti, G., Antonio Francioso and Claudio Villani. 2023 "Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides." Preprints. https://doi.org/10.20944/preprints202301.0352.v1
Abstract
Dibenzocycloctynes have emerged as a promising scaffold for bioorthogonal ligation. An important structural aspect that has not been addressed so far is connected with their chirality. Herein, we explore by theoretical and experimental methods this structural aspect that has been so far neglected. First, a computational analysis is conducted and results are used as a guideline for experimental investigation. Next, an array of different experiments (HPLC on chiral columns, chiroptical spectroscopy, X-ray diffraction) for structure elucidation are scrutinized in concert. Finally, this work demonstrates the chirality and the stereodynamic behavior of dibenzocycloctynes and of their triazole adducts with simple azides and uncover their conformational behavior.
Chemistry and Materials Science, Organic Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.