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Article: C−H Activation by an Iron‐Nitrido Bis‐Pocket Porphyrin Species

TitleC−H Activation by an Iron‐Nitrido Bis‐Pocket Porphyrin Species
Authors
KeywordsC−H activation
iron
laser spectroscopy
nitrides
porphyrinoids
Issue Date2021
PublisherWiley - VCH Verlag GmbH & Co. KGaA. The Journal's web site is located at https://onlinelibrary.wiley.com/journal/15213773
Citation
Angewandte Chemie (International Edition), 2021, v. 60 n. 60, p. 4796-4803 How to Cite?
AbstractHigh-valent iron-nitrido species are nitrogen analogues of iron-oxo species which are versatile reagents for C−H oxidation. Nonetheless, C−H activation by iron-nitrido species has been scarcely explored, as this is often hampered by their instability and short lifetime in solutions. Herein, the hydrogen atom transfer (HAT) reactivity of an Fe porphyrin nitrido species (2 c) toward C−H substrates was studied in solutions at room temperature, which was achieved by nanosecond laser flash photolysis (LFP) of its FeIII-azido precursor (1 c) supported by a bulky bis-pocket porphyrin ligand. C−H bonds with bond dissociation enthalpies (BDEs) of up to ≈84 kcal mol−1 could be activated, and the second-order rate constants (k2) are on the order of 102–104 s−1 m−1. The Fe-amido product formed after HAT could further release ammonia upon protonation.
Persistent Identifierhttp://hdl.handle.net/10722/300834
ISSN
2023 Impact Factor: 16.1
2023 SCImago Journal Rankings: 5.300
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorWang, H-
dc.contributor.authorWu, L-
dc.contributor.authorZheng, B-
dc.contributor.authorDu, L-
dc.contributor.authorTo, WP-
dc.contributor.authorKo, CH-
dc.contributor.authorPhillips, DL-
dc.contributor.authorChe, CM-
dc.date.accessioned2021-07-06T03:10:51Z-
dc.date.available2021-07-06T03:10:51Z-
dc.date.issued2021-
dc.identifier.citationAngewandte Chemie (International Edition), 2021, v. 60 n. 60, p. 4796-4803-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10722/300834-
dc.description.abstractHigh-valent iron-nitrido species are nitrogen analogues of iron-oxo species which are versatile reagents for C−H oxidation. Nonetheless, C−H activation by iron-nitrido species has been scarcely explored, as this is often hampered by their instability and short lifetime in solutions. Herein, the hydrogen atom transfer (HAT) reactivity of an Fe porphyrin nitrido species (2 c) toward C−H substrates was studied in solutions at room temperature, which was achieved by nanosecond laser flash photolysis (LFP) of its FeIII-azido precursor (1 c) supported by a bulky bis-pocket porphyrin ligand. C−H bonds with bond dissociation enthalpies (BDEs) of up to ≈84 kcal mol−1 could be activated, and the second-order rate constants (k2) are on the order of 102–104 s−1 m−1. The Fe-amido product formed after HAT could further release ammonia upon protonation.-
dc.languageeng-
dc.publisherWiley - VCH Verlag GmbH & Co. KGaA. The Journal's web site is located at https://onlinelibrary.wiley.com/journal/15213773-
dc.relation.ispartofAngewandte Chemie (International Edition)-
dc.rightsThis is the peer reviewed version of the following article: Angewandte Chemie (International Edition), 2021, v. 60 n. 60, p. 4796-4803, which has been published in final form at https://doi.org/10.1002/anie.202014191. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.-
dc.subjectC−H activation-
dc.subjectiron-
dc.subjectlaser spectroscopy-
dc.subjectnitrides-
dc.subjectporphyrinoids-
dc.titleC−H Activation by an Iron‐Nitrido Bis‐Pocket Porphyrin Species-
dc.typeArticle-
dc.identifier.emailWang, H: wanghx1@hku.hk-
dc.identifier.emailDu, L: ailleen@hku.hk-
dc.identifier.emailTo, WP: kevintwp@hku.hk-
dc.identifier.emailKo, CH: kch84@hku.hk-
dc.identifier.emailPhillips, DL: phillips@hku.hk-
dc.identifier.emailChe, CM: chemhead@hku.hk-
dc.identifier.authorityWu, L=rp02732-
dc.identifier.authorityTo, WP=rp02410-
dc.identifier.authorityPhillips, DL=rp00770-
dc.identifier.authorityChe, CM=rp00670-
dc.description.naturepostprint-
dc.identifier.doi10.1002/anie.202014191-
dc.identifier.pmid33205509-
dc.identifier.scopuseid_2-s2.0-85099193465-
dc.identifier.hkuros323183-
dc.identifier.volume60-
dc.identifier.issue60-
dc.identifier.spage4796-
dc.identifier.epage4803-
dc.identifier.isiWOS:000604540600001-
dc.publisher.placeGermany-

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