We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Metal‐Free Synthetic Approach to 3‐Monosubstituted Unsymmetrical 1,2,4,5‐Tetrazines Useful for Bioorthogonal Reactions.
- Authors
Qu, Yangyang; Sauvage, François‐Xavier; Clavier, Gilles; Miomandre, Fabien; Audebert, Pierre
- Abstract
Abstract: A facile, efficient and metal‐free synthetic approach to 3‐monosubstituted unsymmetrical 1,2,4,5‐tetrazines is presented. Dichloromethane (DCM) is for the first time recognized as a novel reagent in the synthetic chemistry of tetrazines. Using this novel approach 11 3‐aryl/alkyl 1,2,4,5‐tetrazines were prepared in excellent yields (up to 75 %). The mechanism of this new reaction, including the role of DCM in the tetrazine ring formation, has been investigated by 13C labeling of DCM, and is also presented and discussed as well as the photophysical and electrochemical properties.
- Subjects
SUBSTITUTION reactions; CRYSTAL symmetry; TETRAZINE; ORTHOGONAL decompositions; CHEMICAL reactions
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 37, p12233
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201804878