Electronic Tuning of Iron–Oxo‐Mediated CH Activation: Effect of Electron‐Donating Ligand on Selectivity. Issue 43 (11th September 2013)

• Record Type: Journal Article
• Authors: Hitomi, Yutaka; Arakawa, Kengo; Kodera, Masahito
• Is Part Of: Chemistry. Volume 19:Issue 43(2013)
• Page Start: 14697
• Page End: 14701
• Publication Date: 2013-09-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201302111
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>We have reported previously that an iron(III) complex supported by an anionic pentadentate monoamido ligand, dpaq^H (dpaq^H=2‐[bis(pyridin‐2‐ylmethyl)]amino‐<italic>N</italic>‐quinolin‐8‐yl‐acetamido), promotes selective CH hydroxylation with H₂O₂ with high regioselectivity. Herein, we report on the preparation of Fe^III–dpaq derivatives that have a series of substituent groups at the 5‐position of a quinoline moiety in the parent ligand dpaq^H (dpaq^R, R: OMe, H, Cl, and NO₂), and examine them with respect to their catalytic activity in CH hydroxylation with H₂O₂. As the substituent group becomes more electron‐withdrawing, both the selectivity and the turnover number increase, but the selectivity of epoxidation shows the opposite trend.</p> </abstract>