| Texto completo | |
| Autor(es): |
Bhattacherjee, Dhananjay
;
Kariuki, Benson M.
;
Piscelli, Bruno A.
;
Cormanich, Rodrigo A.
;
Wirth, Thomas
Número total de Autores: 5
|
| Tipo de documento: | Artigo Científico |
| Fonte: | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION; v. 64, n. 14, p. 8-pg., 2025-04-01. |
| Resumo | |
Despite the remarkable advancements in hypervalent iodine chemistry, exploration of bromine and chlorine analogues remains in its infancy due to their difficult synthesis. Herein, we introduce six-membered cyclic lambda(3)-bromanes and lambda(3)-chloranes. Through single-crystal X-ray structural analyses and conformational studies, we delineate the crucial bonding patterns pivotal for the thermodynamic stability of these compounds. Notably, these investigations reveal pronounced pi-pi stacking phenomena within the crystal lattice of hypercoordinated bromine(III) and chlorine(III) species. Their reactivity profile is explored as they are radical precursors or electrophilic reagents in metal-free intermolecular biaryl couplings, O- and S-arylations, and Cu(I)-promoted intramolecular biaryl couplings which is complementary to the known reactivity of five-membered bromanes and chloranes. Mechanistic insights are provided, elucidating the pathways governing their reactivity and underscoring the potential in organic synthesis. (AU) | |
| Processo FAPESP: | 18/03910-1 - Estudos físico-químicos de compostos orgânicos fluorados: abordagens experimental e teórica |
| Beneficiário: | Rodrigo Antonio Cormanich |
| Modalidade de apoio: | Auxílio à Pesquisa - Jovens Pesquisadores |