Two new di(phthalimidomethyl)-1,2,3-triazole derivatives have been synthesised using 1,3-dipolar-cycloadditions under thermal and copper catalysed conditions from N-(azidomethyl)phthalimide and N-prop-2-ynylphthalimide. The molecular structure of both starting materials was studied by X-ray crystallography. A complete DFT analysis of the alkyne and azide compounds was carried out.
LuzzioL.A., MayorovA. V., NgS. S. W., KrugerE. A., and FiggW. D., J. Med. Chem., 2003, 46, 3793.
4.
SinghP., SharmaP., AnandA., BediP. M. S., KaurT., SaxenaA. K., and KumarV., Eur. J. Med. Chem., 2012, 55, 455.
5.
Vieira de AlmeidaM., TeixeiraF. M., de SouzaM. V. N., AmaranteG. W., de Souza AlvesC. C., CardosoS. H., MattosA. M., FerreiraA. P., and Couto TeixeiraH., Chem. Pharm. Bull., 2007, 55, 223.
6.
de Oliveira AssisS.P., da SilvaM. T., de OliveiraR. N., and Menezes LimaV. L., Sci. World J., 2012, 925925.
7.
YangW., and MortierW. J., J. Am. Chem. Soc., 1986, 108, 5708.
8.
GeerlingsP., De ProftF., and LangenaekerW., Chem. Rev., 2003, 103, 1793.
MartinezC.R., and IversonB. L., Chem. Sci., 2012, 3, 2191.
13.
AurellM.J., DomingoL. R., PérezP., and ContrerasR., Tetrahedron, 2004, 60, 11503.
14.
SAINT and SADABS, Bruker AXS Inc., Madison, Wisconsin, USA, 2007.
15.
SHELX, SheldrickG. M., Acta Crystallogr. Sect. A, 2008, 64, 112.
16.
SHELXLE, HübschleC. B., SheldrickG. M., and DittrichB., J. Appl. Cryst., 2011, 44, 1281.
17.
ApraE., WindusT. L., StraatsmaT. P., BylaskaE. J., de JongW. A., HirataS., ValievM., HacklerM. T., PollackL., and KowalskiK., NWChem, A Computational Chemistry Package for Parallel Computers, Version 5.1, Pacific Northwest National Laboratory, Richland, WA 99352–0999, USA, 2005.
18.
BeckeA.D., J. Chem. Phys., 1993, 98, 5648.
19.
LeeC., YangW., and ParrR., Phys. Rev. B, 1988, 37, 785.
20.
da SilvaG.B., GuimarãesB. M., AssisS. P. O., LimaV. L. M., and OliveiraR. N., J. Braz. Chem. Soc., 2013, 24, 914.
21.
da SilvaM.T., de OliveiraR. N., ValençaW. O., BarbosaF. C. G., da SilvaM. G., and CamaraC. A., J. Braz. Chem. Soc., 2012, 23, 1839.
