Bilateral Unsymmetrical Disulfurating Reagent Design for Polysulfide Construction.
Angew Chem Int Ed Engl
; 63(37): e202408158, 2024 Sep 09.
Article
em En
| MEDLINE
| ID: mdl-38923731
ABSTRACT
Polysulfides are significant compounds in life science, pharmaceutical science, and materials science. Therefore, polysulfide construction is in great demand. The controllable sequential installation of groups on both ends of a S-S motif faces an enormous challenge owing to the reversible nature of the covalent S-S bond. A library was established with two divergent mask groups for bilateral unsymmetrical disulfurating reagents (R1O-SS-SO2R2). Sequential coupling with preferential activation of the S-SO2 bond (37.6â
kcal/mol) and controllable activation of the S-O bond (54.8â
kcal/mol) in the presence of the S-S bond (62.0â
kcal/mol) enabled successive reactions at each end of the S-S motif to afford unsymmetrical disulfides and trisulfides, even for the cross-linkage of natural products, pharmaceuticals, peptides, and a protein (bovine serum albumin).
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article