Regioselective ortho-Palladation of [2.2]Paracyclophane Scaffolds : Accessing Planar and Central Chiral N,C-Palladacycles

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Zippel , C , Bartholomeyzik , T , Friedmann , C , Nieger , M , Hassan , Z & Brase , S 2021 , ' Regioselective ortho-Palladation of [2.2]Paracyclophane Scaffolds : Accessing Planar and Central Chiral N,C-Palladacycles ' , European Journal of Organic Chemistry , vol. 2021 , no. 36 , pp. 5090-5093 . https://doi.org/10.1002/ejoc.202101066

Title: Regioselective ortho-Palladation of [2.2]Paracyclophane Scaffolds : Accessing Planar and Central Chiral N,C-Palladacycles
Author: Zippel, Christoph; Bartholomeyzik, Teresa; Friedmann, Christian; Nieger, Martin; Hassan, Zahid; Brase, Stefan
Other contributor: University of Helsinki, Department of Chemistry
Date: 2021-09-24
Language: eng
Number of pages: 4
Belongs to series: European Journal of Organic Chemistry
ISSN: 1434-193X
DOI: https://doi.org/10.1002/ejoc.202101066
URI: http://hdl.handle.net/10138/335026
Abstract: In this report, we describe a series of cyclophanyl-derived mono- and binuclear N,C-palladacycles by regioselective ortho-palladation of amine-functionalized [2.2]paracyclophanes. Employing Pd(OAc)(2) followed by LiCl and with the subsequent modular treatment of Ph3P, Cy3P, and (Ph2PCH2)(2), this strategy allows to prepare stable cyclophanyl-derived planar and central chiral N,C-palladacycles in a highly selective manner. The regioselective ortho-palladation mono- and bimetallic product formation was analyzed by detailed spectroscopic techniques, mass spectrometry and unambiguously confirmed by single-crystal X-ray analysis.
Subject: Cyclometallation
Palladacycles
Planar chirality
[2
2]Paracyclophane
Regioselectivity
PALLADACYCLE
COMPLEXES
EFFICIENT
LIGANDS
116 Chemical sciences
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