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Unexpected Formation of Hexasubstituted Arenes Through a Twofold Palladium-Mediated Ligand Arylation

07 August 2019, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A rearrangement reaction of biarylphosphine-supported Pd(II) complexes was employed to synthesize 1,3,5-triaryl 2,4,6-triisopropylbenzene compounds, a class of molecules that has not previously been reported. The strain of the central hexasubstituted ring was investigated via X-ray crystallography.


Keywords

palladium
phosphine ligands
arylation
strained arenes

Supplementary materials

Title
Description
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Wagen Ingoglia Hexasubstituted SupportingInfo
Description
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X18049 sq
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Now Published

Unexpected Formation of Hexasubstituted Arenes through a 2-fold Palladium-Mediated Ligand Arylation [opens in a new tab]
Corin C. Wagen, Bryan T. Ingoglia, Stephen L. Buchwald journal article
The Journal of Organic Chemistry , Volume 84, Issue 19
Online publication date: Sep 12, 2019

Version History

Aug 07, 2019 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.9273059.v1
D O I: 10.26434/chemrxiv.9273059.v1 [opens in a new tab]

Funding

NIH R35GM122483
NSF CHE 0946721

Author’s competing interest statement

The authors declare the following competing financial interest(s): MIT has patents on some of the ligands and precatalysts used in this work, from which S.L.B. and former coworkers receive royalty payments.

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