Please use this identifier to cite or link to this item:
|Title:||Unprecedented Double aza-Michael Addition within a Sapphyrin Core|
Farinha, Andreia S. F.
Tome, Augusto C.
Cavaleiro, Jose A. S.
Silva, Artur M. S.
Tome, Joao P. C.
|Keywords:||1,3-DIPOLAR CYCLOADDITION REACTIONS|
|Publisher:||WILEY-V C H VERLAG GMBH|
|Abstract:||A novel sapphyrin derivative was obtained from the reaction between a free-base sapphyrin and dimethyl acetylenedicarboxylate (DMAD). The formation of the new compound involved a double aza-Michael addition of two pyrrolic NH groups to a DMAD molecule, with the formation of a disubstituted ethano bridge. The NMR spectral data reveal a product with an unsymmetrical structure; DFT calculations provided support for a structure in which the ethano bridge links two adjacent pyrrole units. The present study provides a seemingly unprecedented example of an N,N'-dinucleophile reacting with DMAD to form a heterocyclic compound in which the two N-atoms are linked to the two sp(3) carbon atoms derived from a substituted acetylene.|
|Appears in Collections:||CICECO - Artigos|
Files in This Item:
|Unprecedented Double aza-Michael Addition within a Sapphyrin Core_10.1002chem.201602313.pdf||1.32 MB||Adobe PDF|
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.