Isotope effect profiles in the N-demethylation of N,N-dimethylanilines: a key to determine the pKa of nonheme Fe(iii)

Isotope effect profiles in the N-demethylation of N,N-dimethylanilines: a key to determine the pKa of nonheme Fe(iii)–OH complexes

Published:2015 Issue:24 Volume:51 Page:5032-5035
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Barbieri Alessia¹²³⁴⁵,De Gennaro Martina¹²³⁴⁵,Di Stefano Stefano¹²³⁴⁵,Lanzalunga Osvaldo¹²³⁴⁵,Lapi Andrea¹²³⁴⁵,Mazzonna Marco¹²³⁴⁵,Olivo Giorgio¹²³⁴⁵,Ticconi Barbara¹²³⁴⁵

Affiliation:

1. Dipartimento di Chimica

2. Sapienza Università di Roma and Istituto CNR di Metodologie Chimiche (IMC-CNR)

3. Sezione Meccanismi di Reazione

4. c/o Dipartimento di Chimica

5. Sapienza Università di Roma

Abstract

pK_a of [(N4Py)Fe^III–OH]²⁺ is obtained from the kinetic isotope effect profiles in the N-demethylation of N,N-dimethylanilines promoted by [(N4Py)Fe^IVO]²⁺.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2015/CC/C5CC00411J

Reference52 articles.

1. Cytochrome P450-catalyzed dealkylation of atrazine byRhodococcussp. strain NI86/21 involves hydrogen atom transfer rather than single electron transfer

2. Anilinic N-Oxides Support Cytochrome P450-Mediated N-Dealkylation through Hydrogen-Atom Transfer

3. A Mechanistic Comparison between Cytochrome P450- and Chloroperoxidase-CatalyzedN-Dealkylation ofN,N-Dialkyl Anilines

4. P. R. Ortiz de Montellano , Cytochrome P450: Structure, Mechanism, and Biochemistry, Kluwer Academic/Plenum Publishers, New York, 3rd edn, 2005

5. P450/NADPH/O2- and P450/PhIO-Catalyzed N-Dealkylations Are Mechanistically Distinct

Cited by 17 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Kinetic and Product Study of the S‐oxidation vs HAT Chemoselectivity in Reactions Promoted by Nonheme Iron(IV)‐oxo Complex/NHPI Mediator System;European Journal of Organic Chemistry;2023-07-11

2. Oxidative N-Dealkylation of N,N-Dimethylanilines by Non-Heme Manganese Catalysts;Catalysts;2023-01-13

3. Studies towards DIAD promoted N-demethylation of N,N-dimethylanilines;Tetrahedron Letters;2022-08

4. Effects of solvents on the excited‐state intramolecular proton transfer in 3‐HTC;Journal of Physical Organic Chemistry;2022-06-27

5. Deuterium kinetic isotope effects as redox mechanistic criterions;Bulletin of the Korean Chemical Society;2021-11-09