Regioselectivity Control in Spirobifluorene Nitration under Mild Conditions: Explaining the Crivello’s Reagent Mechanism

Autor:	Dawod Yousif, Luca Vaghi, Constantin G. Daniliuc, Riccardo Po, Antonio Papagni, Fabio Rizzo
Přispěvatelé:	Yousif, D, Vaghi, L, Daniliuc, C, Po, R, Papagni, A, Rizzo, F
Rok vydání:	2023
Předmět:	Selective nitration spirofluorene mild condition high yields CHIM/06 - CHIMICA ORGANICA Organic Chemistry
Zdroj:	The Journal of Organic Chemistry. 88:5285-5290
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.2c02596
Popis:	The regioselective nitration of 9,9′-spirobifluorene under mild conditions is reported for the first time by operating under Menke’s and Crivello’s conditions. The optimized protocol allows obtaining 2-nitro and 2,2′-dinitro-9,9′-spirobifluorene in yields of 79 and 95% and, for the first time, 2,2′,7-trinitro-9,9′-spirobifluorene with 66% yield. Besides, the role of dinitrate salt in Crivello’s protocol has been now clarified, which opens novel scenarios in the preparation of functional materials.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9d09b7bff41fd55f386962d8ca232116 https://doi.org/10.1021/acs.joc.2c02596 Zobrazit plný text záznamu