Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/157339
Title: | Metal-free intermolecular azide-alkyne cycloaddition promoted by glycerol |
Author: | Rodriguez-Rodriguez, Marta Gras, Emmanuel Pericàs i Brondo, Miquel A. (Miquel Àngel) Gómez, Montserrat |
Keywords: | Triazoles Teoria del funcional de densitat Reaccions de radicals lliures Triazoles Density functionals Free radical reactions |
Issue Date: | 14-Dec-2015 |
Publisher: | Wiley-VCH |
Abstract: | Metal-free intermolecular Huisgen cycloadditions using nonactivated internal alkynes have been successfully performed in neat glycerol, both under thermal and microwave dielectric heating. In sharp contrast, no reaction occurs in other protic solvents, such as water, ethanol, or diols. DFT calculations have shown that the BnN3/glycerol adduct promotes a more important stabilization of the corresponding LUMO than that produced in the analogous BnN3/alcohol adducts, favoring the reactivity with the alkyne in the first case. The presence of copper salts in the medium did not change the reaction pathway (Cu(I) acts as spectator), except for disubstituted silylalkynes, for which desilylation takes place in contrast to the metal-free system. |
Note: | Versió postprint del document publicat a: https://doi.org/10.1002/chem.201503858 |
It is part of: | Chemistry-A European Journal, 2015, vol. 21, num. 51, p. 18706-18710 |
URI: | http://hdl.handle.net/2445/157339 |
Related resource: | https://doi.org/10.1002/chem.201503858 |
ISSN: | 0947-6539 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
664302.pdf | 552.27 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.