Alkylation of Arenes with Benzylic and Propargylic Alcohols – Classical  versus  Fancy Catalysts | Zendy

Liu Jianhui | Zendy; Muth Enrico | Zendy; Flörke Ulrich | Zendy; Henkel Gerald | Zendy; Merz Klaus | Zendy; Sauvageau Janelle | Zendy; Schwake Erik | Zendy; Dyker Gerald | Zendy

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Alkylation of Arenes with Benzylic and Propargylic Alcohols – Classical versus Fancy Catalysts

Author(s) -

Liu Jianhui,

Muth Enrico,

Flörke Ulrich,

Henkel Gerald,

Merz Klaus,

Sauvageau Janelle,

Schwake Erik,

Dyker Gerald

Publication year - 2006

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200505411

Subject(s) - chemistry , alkylation , catalysis , selectivity , friedel–crafts reaction , reactivity (psychology) , chloride , organic chemistry , medicinal chemistry , medicine , alternative medicine , pathology

Gold chloride and BF 3 ⋅etherate were tested as Friedel–Crafts catalysts in the propargylation of electron‐rich arenes: differences in reactivity of the catalysts can be used to achieve high selectivity either for monoalkylation or for multiple alkylation products. In the case of a macrocyclization towards a heterocalixarene, gold catalysts exhibited a pronounced selectivity, whereas p ‐toluenesulfonic acid as catalyst opened up a competing pathway to a structural isomer.

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