Intramolecular hydrogen-bond activation for the addition of nucleophilic imines: 2-hydroxybenzophenone as a chemical auxiliary

Intramolecular hydrogen-bond activation for the addition of nucleophilic imines: 2-hydroxybenzophenone as a chemical auxiliary

The addition of nucleophilic imines, using 2-hydroxybenzophenone as a chemical auxiliary, is presented. An intramolecular six-membered ring via hydrogen bonding that enhances the reactivity and selectivity is the key of this strategy, which is supported by DFT calculations and experimental trials.

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (27), p.3399-3402
Hauptverfasser: Choubane, Houcine, Garrido-Castro, Alberto F, Alvarado, Cuauhtemoc, Martín-Somer, Ana, Guerrero-Corella, Andrea, Daaou, Mortada, Díaz-Tendero, Sergio, Carmen Maestro, M, Fraile, Alberto, Alemán, José
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Chemical bonds
Hydrogen bonding
Imines
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container_end_page 3402
container_issue 27
container_start_page 3399
container_title Chemical communications (Cambridge, England)
container_volume 54
creator Choubane, Houcine
Garrido-Castro, Alberto F
Alvarado, Cuauhtemoc
Martín-Somer, Ana
Guerrero-Corella, Andrea
Daaou, Mortada
Díaz-Tendero, Sergio
Carmen Maestro, M
Fraile, Alberto
Alemán, José
description The addition of nucleophilic imines, using 2-hydroxybenzophenone as a chemical auxiliary, is presented. An intramolecular six-membered ring via hydrogen bonding that enhances the reactivity and selectivity is the key of this strategy, which is supported by DFT calculations and experimental trials.
doi_str_mv 10.1039/C8CC01479E
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Chemical bonds
Hydrogen bonding
Imines
title Intramolecular hydrogen-bond activation for the addition of nucleophilic imines: 2-hydroxybenzophenone as a chemical auxiliary
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