A halogen bond-donor amino acid for organocatalysis in water

Herein we report a halogen bond-donor amino acid, 4-iodotetrafluorophenylalanine, which behaves as a catalyst for the aqueous synthesis of bis-(heterocyclic)methanes. We also provide experimental evidence that halogen bonding is a plausible explanation for the observed catalytic effect. An XB-donor...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2018, Vol.54 (76), p.1718-1721
Main Authors: Bergamaschi, Greta, Lascialfari, Luisa, Pizzi, Andrea, Martinez Espinoza, Maria Isabel, Demitri, Nicola, Milani, Alberto, Gori, Alessandro, Metrangolo, Pierangelo
Format: Article
Language:English
Subjects:
Catalysis
Chemical synthesis
Crystallography
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Summary:Herein we report a halogen bond-donor amino acid, 4-iodotetrafluorophenylalanine, which behaves as a catalyst for the aqueous synthesis of bis-(heterocyclic)methanes. We also provide experimental evidence that halogen bonding is a plausible explanation for the observed catalytic effect. An XB-donor amino acid compound F(F 4 I) effectively promotes homogeneous catalysis of condensation reactions in water.
ISSN:1359-7345
1364-548X
DOI:10.1039/c8cc06010j