Atroposelective Synthesis of 2,2ʹ-Bis(arylamino)-1,1ʹ-biaryls by Oxidative Iron(III)- and Phosphoric Acid-Catalyzed C–C Coupling of Diarylamines

Autor:	Fritsche, Raphael F., Schuh, Tristan, Kataeva, Olga, Knölker, Hans-Joachim
Jazyk:	angličtina
Rok vydání:	2022
Předmět:	asymmetric catalysis biaryl compounds C−H bond activation iron phthalocyanines Asymmetrische Katalyse Biarylverbindungen Aktivierung von C-H-Bindungen Eisen Phthalocyanine info:eu-repo/classification/ddc/540 ddc:540 info:eu-repo/classification/ddc/660 ddc:660
Druh dokumentu:	Článek
ISSN:	1521-3765
DOI:	10.1002/chem.202203269
Popis:	We describe an iron-catalyzed asymmetric oxidative C−C coupling of diarylamines which proceeds at room temperature with air as final oxidant. Using hexadecafluorophthalocyanine-iron(II) as catalyst in the presence of catalytic amounts of an axially chiral biaryl phosphoric acid, the resulting chiral 2,2′-diamino-1,1′-biaryls are obtained in up to 90 % ee as confirmed by chiral HPLC. A detailed mechanism has been proposed with a radical cation-chiral phosphate ion pair as key intermediate leading to the observed asymmetric induction.
Databáze:	Networked Digital Library of Theses & Dissertations
Externí odkaz:	https://tud.qucosa.de/id/qucosa%3A89817 https://tud.qucosa.de/api/qucosa%3A89817/attachment/ATT-0/ Zobrazit plný text záznamu Plný text