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- W2076254447 abstract "The nucleophilic addition of methanol and other alcohols to 1,1-diphenylethylene ( 1 ) and styrene ( 6 ) into the Markovnikov- and anti-Markovnikov-type products was selectively achieved with 1-( N , N -dimethylamino)pyrene (Py) and 1,7-dicyanoperylene-3,4:9,10-tetracarboxylic acid bisimide (PDI) as photoredox catalysts. The regioselectivity was controlled by the photocatalyst. For the reductive mode towards the Markovnikov-type regioselectivity, Py was applied as photocatalyst and triethylamine as electron shuttle. This approach was also used for intramolecular additions. For the oxidative mode towards the anti-Markovnikov-type regioselectivety, PDI was applied together with Ph–SH as additive. Photocatalytic additions of a variety of alcohols gave the corresponding products in good to excellent yields. The proposed photocatalytic electron transfer mechanism was supported by detection of the PDI radical anion as key intermediate and by comparison of two intramolecular reactions with different electron density. Representative mesoflow reactor experiments allowed to significantly shorten the irradiation times and to use sunlight as “green” light source." @default.
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- W2076254447 date "2015-04-27" @default.
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- W2076254447 title "Photocatalytic nucleophilic addition of alcohols to styrenes in Markovnikov and anti-Markovnikov orientation" @default.
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- W2076254447 doi "https://doi.org/10.3762/bjoc.11.62" @default.
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