Wolff Rearrangement of α-Diazoketones Using in Situ Generated Silver Nanoclusters as Electron Mediators

Autor:	Surendra G. Sudrik, Jadab Sharma, Kunjukrishna P. Vijayamohanan, Harikisan R. Sonawane, Nirmalya K. Chaki, Vilas B. Chavan
Rok vydání:	2006
Předmět:	In situ Chemistry Organic Chemistry Oxide Wolff rearrangement Electron Photochemistry Biochemistry Chemical reaction Redox Nanoclusters Coulometry chemistry.chemical_compound Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 8:1089-1092
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol052981w
Popis:	[reaction: see text] We report Wolff rearrangement of alpha-diazoketones by in situ generated silver nanoclusters (Ag(n)(), 2-4 nm) from silver(I) oxide (Ag(2)O) involving a nonclassical electron-transfer process. Our results show that Ag(n)()(+)/Ag(n)()(0) redox couple allows the initial removal of an electron from alpha-diazoketone and its back-donation after chemical reaction(s). Controlled potential coulometry (CPC) of various alpha-diazoketones results in the realization of Wolff-rearranged carboxylic acids in excellent yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5155e450ecaad9f20810dc98f7c84a1c https://doi.org/10.1021/ol052981w Zobrazit plný text záznamu