Ontology highlight
ABSTRACT:
SUBMITTER: Sundhoro M
PROVIDER: S-EPMC5693246 | biostudies-literature | 2017 Sep
REPOSITORIES: biostudies-literature
Sundhoro Madanodaya M Jeon Seaho S Park Jaehyeung J Ramström Olof O Yan Mingdi M
Angewandte Chemie (International ed. in English) 20170901 40
We report a fast Staudinger reaction between perfluoroaryl azides (PFAAs) and aryl phosphines, which occurs readily under ambient conditions. A rate constant as high as 18 m<sup>-1</sup> s<sup>-1</sup> was obtained between methyl 4-azido-2,3,5,6-tetrafluorobenzoate and methyl 2-(diphenylphosphanyl)benzoate in CD<sub>3</sub> CN/D<sub>2</sub> O. Furthermore, the iminophosphorane product was stable toward hydrolysis and aza-phosphonium ylide reactions. This PFAA Staudinger reaction proved to be an ...[more]