Nanosized Particles of Organically Modified Silica as Microreactors to Enhance the Regioselectivity in the Photocycloaddition of 9-Substituted Anthracenes

Autor:	Xiao-Gang Fu, Dayong Wu, Li-Ping Zhang, Li-Zhu Wu, Chen-Ho Tung, Bin Chen
Rok vydání:	2003
Předmět:	Residue (chemistry) chemistry.chemical_compound chemistry Organic Chemistry Organic chemistry Regioselectivity Methanol Physical and Theoretical Chemistry Microreactor Biochemistry
Zdroj:	Organic Letters. 5:1075-1077
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol0341041
Popis:	[reaction: see text] Nanosized particles of modified silica with 3-ammoniumpropyl residue have been prepared and successfully used as microreactors to control the regioselectivity of the photocycloaddition of five 9-substituted anthracences [AnCH(2)N(+)(CH(3))(3)Br(-) (1), AnCH(2)COO(-)Na(+) (2), AnCH(2)CH(2)COOH (3), AnCH(2)OH (4), AnCH(3) (5), where An = 9-anthryl]. While the photocycloaddition of the five substrates in methanol mainly gave rise to their head-to-tail (h-t) photocyclomers, irradiation of 1-4 incorporated in the suspension of the modified silica in methanol almost exclusively yielded the head-to-head (h-h) photocyclomers with high quantum yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::986b7976a60a903a86c53ef4f6e90ed1 https://doi.org/10.1021/ol0341041 Zobrazit plný text záznamu