Activation of the C–C Bond Using Brønsted Acid NaHSO4/SiO2: Synthesis of Triarylmethanes from 3-Benzhydryl Pentane-2,4-dione and Aromatic Compounds

Autor:	Mamiko Hayakawa, Tadashi Aoyama, Erika Nakajima, Mitsuo Kodomari, Toshio Takido, Emi Mitsuyama, Sumire Ogawa, Taku Iwabuchi
Rok vydání:	2014
Předmět:	Pentane chemistry.chemical_classification chemistry.chemical_compound chemistry Organic Chemistry Side chain Halide Solid acid Alkylation Brønsted–Lowry acid–base theory Medicinal chemistry Alkyl
Zdroj:	Synlett. 25:2493-2497
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0034-1378650
Popis:	A novel and efficient method for the activation of the C(sp 3 )–C(sp 3 ) bond was developed. The C(sp 3 )–C(sp 3 ) bond in 3-benzhydryl pentane-2,4-dione was easily cleaved in the presence of NaHSO 4 /SiO 2 to form benzhydryl cation which reacted with aromatic compounds at 110 °C for five to six hours to afford triarylmethanes in good yields. This reaction using Bronsted acids was applicable for the alkylation of electron-rich aromatics containing alkyl halides as a side chain.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bbebfeaeb1711722beb4b5af71af80f9 https://doi.org/10.1055/s-0034-1378650 Zobrazit plný text záznamu