Disproportionation of O‐Benzylhydroxylamine Catalyzed by a Ferric Bis‐Picket Fence Porphyrin Complex
dc.contributor.author | McQuarters, Ashley B. | en_US |
dc.contributor.author | Goodrich, Lauren E. | en_US |
dc.contributor.author | Goodrich, Claire M. | en_US |
dc.contributor.author | Lehnert, Nicolai | en_US |
dc.date.accessioned | 2013-08-02T20:51:29Z | |
dc.date.available | 2014-09-02T14:12:53Z | en_US |
dc.date.issued | 2013-07 | en_US |
dc.identifier.citation | McQuarters, Ashley B.; Goodrich, Lauren E.; Goodrich, Claire M.; Lehnert, Nicolai (2013). "Disproportionation of O‐Benzylhydroxylamine Catalyzed by a Ferric Bis‐Picket Fence Porphyrin Complex ." Zeitschrift für anorganische und allgemeine Chemie 639(8‐9): 1520-1526. <http://hdl.handle.net/2027.42/99024> | en_US |
dc.identifier.issn | 0044-2313 | en_US |
dc.identifier.issn | 1521-3749 | en_US |
dc.identifier.uri | https://hdl.handle.net/2027.42/99024 | |
dc.description.abstract | Hydroxylamine (NH 2 OH) is an important molecule in biology that serves as an intermediate in the nitrogen cycle, and that can also be utilized as a nitric oxide donor in mammals under certain conditions. In light of this, the interaction of NH 2 OH with hemes in proteins and model systems has gained much attention recently. In this study, we use the more stable, oxygen substituted O‐benzylhydroxylamine (NH 2 OBn) as a model for NH 2 OH. Here, the reactivity of the ferric bis‐picket fence porphyrin complexes [Fe(3, 5‐Me‐BAFP)(ClO 4 )] ( 1 ) and [Fe(3, 5‐Me‐BAFP)(PF 6 )] ( 2 ) (3,5‐Me‐BAFP 2– = dianion of tetra(2, 6‐bis(3,5‐dimethylphenoxy)phenyl)porphyrin)) with NH 2 OBn is investigated. The product of these reactions is characterized by UV/Vis and EPR spectroscopy and X‐ray crystallography. We found that addition of excess NH 2 OBn to our ferric porphyrin complexes results in reduction of the heme to the ferrous oxidation state. This is followed by disproportionation of additional NH 2 OBn to yield the ferrous complex [Fe(3,5‐Me‐BAFP)(NH 3 ) 2 ] ( 3 ) as the final product. The crystal structure of ( 3 ) constitutes the first structural characterization of a bis‐ammonia complex of a ferrous heme. The stability of this complex may be facilitated by the picket fences of the porphyrin ligand used here. | en_US |
dc.publisher | WILEY‐VCH Verlag | en_US |
dc.subject.other | UV/Vis Spectroscopy | en_US |
dc.subject.other | Hydroxylamine | en_US |
dc.subject.other | Ferric Porphyrins | en_US |
dc.subject.other | Nitrogen Cycle | en_US |
dc.subject.other | Ammonia Complexes | en_US |
dc.title | Disproportionation of O‐Benzylhydroxylamine Catalyzed by a Ferric Bis‐Picket Fence Porphyrin Complex | en_US |
dc.type | Article | en_US |
dc.rights.robots | IndexNoFollow | en_US |
dc.subject.hlbsecondlevel | Chemical Engineering | en_US |
dc.subject.hlbsecondlevel | Materials Science and Engineering | en_US |
dc.subject.hlbsecondlevel | Chemistry | en_US |
dc.subject.hlbtoplevel | Science | en_US |
dc.subject.hlbtoplevel | Engineering | en_US |
dc.description.peerreviewed | Peer Reviewed | en_US |
dc.contributor.affiliationum | Department of Chemistry, University of Michigan, Ann Arbor, MI 48109, USA | en_US |
dc.contributor.affiliationum | Department of Chemistry, University of Michigan, Ann Arbor, MI 48109, USA | en_US |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/99024/1/zaac_201300125_sm_miscellaneous_information.pdf | |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/99024/2/1520_ftp.pdf | |
dc.identifier.doi | 10.1002/zaac.201300125 | en_US |
dc.identifier.source | Zeitschrift für anorganische und allgemeine Chemie | en_US |
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dc.owningcollname | Interdisciplinary and Peer-Reviewed |
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