ChemInform Abstract: RADICAL REACTIONS OF P-NITROBENZYLIDENE DICHLORIDE WITH LITHIUM 2-NITROPROPAN-2-IDE. CONSECUTIVE SRN1 AND ERC1 REACTIONS

Autor:	R. K. Norris, D. J. Freeman
Rok vydání:	1977
Předmět:	chemistry.chemical_compound Elimination reaction Radical-nucleophilic aromatic substitution Chemistry Dimer Substituent chemistry.chemical_element Lithium General Medicine Medicinal chemistry Enol Catalysis Styrene
Zdroj:	Chemischer Informationsdienst. 8
ISSN:	0009-2975
DOI:	10.1002/chin.197714133
Popis:	The reaction of p-nitrobenzylidene dichloride with the lithium salt of 2-nitropropane gives initially the monosubstituted compound, p- NO2C6H4CH(Cl)CMe2NO2, by a radical-anion radical chain, SRN1 process. This compound then undergoes a radical-anion radical chain elimination reaction giving the styrene, p-NO2C6H4CH=CMe2, and the dimer of 2- nitropropane, Me2C(NO2)CMe2NO2. This latter reaction, which is designated ?ERC1?, also occurs in competition with an E2 reaction in the reaction of the methanesulphonate, p-NO2C6H4CH(OMs)CMe2NO2, with the 2- nitropropan-2-ide ion giving the above styrene and the enol methanesulphonate, p-NO2C6H4C(OMs)=CMe2, respectively. Catalytic, inhibition, and substituent effects are used to confirm the operation of these radical processes.
Databáze:	OpenAIRE
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