NDLI: Impact of Intramolecular Hydrogen Bonding on the Reactivity of Cupric Superoxide Complexes with O−H and C−H Substrates

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Impact of Intramolecular Hydrogen Bonding on the Reactivity of Cupric Superoxide Complexes with O−H and C−H Substrates

Content Provider	Scilit
Author	Diaz, Daniel E. Quist, David A. Herzog, Austin E. Schaefer, Andrew W. Kipouros, Ioannis Bhadra, Mayukh Solomon, Edward I. Karlin, Kenneth D.
Copyright Year	2019
Description	Journal: Angewandte Chemie International Edition The dioxygen reactivity of a series of TMPA-based copper(I) complexes (TMPA=tris(2-pyridylmethyl)amine), with and without secondary-coordination-sphere hydrogen-bonding moieties, was studied at -135 °C in 2-methyltetrahydrofuran (MeTHF). Kinetic stabilization of the H-bonded [( ( X 1 ) ( X 2 ) TMPA)CuII (O2.- )]+ cupric superoxide species was achieved, and they were characterized by resonance Raman (rR) spectroscopy. The structures and physical properties of [( ( X 1 ) ( X 2 ) TMPA)CuII (N3- )]+ azido analogues were compared, and the O2.- reactivity of ligand-CuI complexes when an H-bonding moiety is replaced by a methyl group was contrasted. A drastic enhancement in the reactivity of the cupric superoxide towards phenolic substrates as well as oxidation of substrates possessing moderate C-H bond-dissociation energies is observed, correlating with the number and strength of the H-bonding groups.
Related Links	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6878127/pdf
Ending Page	17576
Page Count	5
Starting Page	17572
ISSN	14337851
e-ISSN	15213773
DOI	10.1002/anie.201908471
Journal	Angewandte Chemie International Edition
Issue Number	49
Volume Number	58
Language	English
Publisher	Wiley-Blackwell
Publisher Date	2019-12-02
Access Restriction	Open
Subject Keyword	Journal: Angewandte Chemie International Edition Inorganic Chemistry H-atom Transfer Copper Monooxygenases Cupric Superoxide Dioxygen Reduction Hydrogen Bonding
Content Type	Text
Resource Type	Article
Subject	Chemistry Catalysis

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