dc.contributor.author | Beshara, Cory S. | en_US |
dc.contributor.author | Pearce, Beth M. | en_US |
dc.contributor.author | Thompson, Alison | en_US |
dc.date.accessioned | 2013-08-12T17:55:01Z | |
dc.date.available | 2013-08-12T17:55:01Z | |
dc.date.issued | 2008-10 | en_US |
dc.identifier.citation | Beshara, Cory S., Beth M. Pearce, and Alison Thompson. 2008. "Synthesis of dipyrrins bearing chirality adjacent to the conjugated skeleton - Electron-poor
pyrroles exhibit dramatically reduced nucleophilicity." Canadian Journal of Chemistry-Revue Canadienne De Chimie 86(10): 951-957. | en_US |
dc.identifier.issn | 0008-4042 | en_US |
dc.identifier.uri | http://dx.doi.org/10.1139/V08-101 | en_US |
dc.identifier.uri | http://hdl.handle.net/10222/30749 | |
dc.description.abstract | With the aim of furthering our investigations into the asymmetric complexation of dipyrrinato
ligands, a dipyrrin bearing a stereogenic centre directly adjacent to the conjugated skeleton was
synthesized. The electron- withdrawing nature of the chiral 4-(2,2,2-trifluoro-1-hydroxyethyl)-
substituent significantly reduced the nucleophilicity of corresponding pyrroles, such that
2,2'-symmetrically substituted bis(dipyrrin)s bearing this motif were inaccessible. Furthermore,
solutions of mononuclear dipyrrinato complexes were found to be less stable to acid-catalyzed
decomplexation than the corresponding dinuclear complexes. | en_US |
dc.relation.ispartof | Canadian Journal of Chemistry-Revue Canadienne De Chimie | en_US |
dc.title | Synthesis of dipyrrins bearing chirality adjacent to the conjugated skeleton - Electron-poor
pyrroles exhibit dramatically reduced nucleophilicity | en_US |
dc.type | article | en_US |
dc.identifier.volume | 86 | en_US |
dc.identifier.issue | 10 | en_US |
dc.identifier.startpage | 951 | en_US |