Nucleophilic substitution in nitrofluorenones

Autor:	M. K. Grachev, O. V. Chelysheva, A. M. Andrievskii
Rok vydání:	2013
Předmět:	Steric effects Substitution reaction Chemistry Stereochemistry Thiophenol Organic Chemistry Regioselectivity Medicinal chemistry chemistry.chemical_compound Nucleophile Nucleophilic aromatic substitution mental disorders Nucleophilic substitution Nitro
Zdroj:	Russian Journal of Organic Chemistry. 49:228-232
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428013020097
Popis:	The reaction of 2,4,5,7-tetranitrofluorenone with amines, thiols, and phenol in a polar aprotic solvent led to the preferable substitution of the nitro group in the position 2, and in the reaction of 2,4,7-trinitrofluorenone first the nitro group in the position 4 was replaced. The different regioselectivity is due evidently to the steric hindrances to the nucleophilic attack on the atom C4 caused by the nitro group in the position 5 of tetranitrofluorenone.
Databáze:	OpenAIRE
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