Noncovalent sulfur···oxygen interactions can increase the stability of chalcogen ortho-substituted phenoxyl radicals. This effect contributes to transforming the 7-hydroxybenzo[b]thiophene moiety in a privileged structural motif to enhance the activity of phenolic antioxidants. A cascade of five consecutive electrophilic reactions occurring in one pot afforded potent and biocompatible α-tocopherol-like antioxidants.

Role of Noncovalent Sulfur···Oxygen Interactions in Phenoxyl Radical Stabilization: Synthesis of Super Tocopherol-like Antioxidants / Menichetti, S; Amorati, R; Meoni, V; Tofani, L; Caminati, G; Viglianisi, C. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - (2016), pp. 5464-5467. [10.1021/acs.orglett.6b02557]

Role of Noncovalent Sulfur···Oxygen Interactions in Phenoxyl Radical Stabilization: Synthesis of Super Tocopherol-like Antioxidants

MENICHETTI, STEFANO
;
TOFANI, LORENZO;CAMINATI, GABRIELLA;VIGLIANISI, CATERINA
2016

Abstract

Noncovalent sulfur···oxygen interactions can increase the stability of chalcogen ortho-substituted phenoxyl radicals. This effect contributes to transforming the 7-hydroxybenzo[b]thiophene moiety in a privileged structural motif to enhance the activity of phenolic antioxidants. A cascade of five consecutive electrophilic reactions occurring in one pot afforded potent and biocompatible α-tocopherol-like antioxidants.
2016
5464
5467
Menichetti, S; Amorati, R; Meoni, V; Tofani, L; Caminati, G; Viglianisi, C
File in questo prodotto:
File Dimensione Formato  
2016_OrgLett_2016_5464–5467.pdf

Accesso chiuso

Tipologia: Pdf editoriale (Version of record)
Licenza: Tutti i diritti riservati
Dimensione 1.21 MB
Formato Adobe PDF
1.21 MB Adobe PDF   Richiedi una copia

I documenti in FLORE sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/1056531
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 37
  • ???jsp.display-item.citation.isi??? 36
social impact