Issue 16, 2005
From the journal:

Chemical Communications

Selective Ir-catalysed borylation of polycyclic aromatic hydrocarbons: structures of naphthalene-2,6-bis(boronate), pyrene-2,7-bis(boronate) and perylene-2,5,8,11-tetra(boronate) esters

David N. Coventry,a   Andrei S. Batsanov,a   Andrés E. Goeta,a   Judith A. K. Howard,a   Todd B. Marder*a  and  Robin N. Perutzb  

* Corresponding authors

a Department of Chemistry, University of Durham, South Road, Durham, UK
E-mail: Todd.Marder@durham.ac.uk

b Department of Chemistry, University of York, Heslington, York, UK

Abstract

The selectivity of the iridium boryl complex-catalysed reaction of pyrene and perylene with B2(pin)2 (pin = OCMe2CMe2O) has been employed in the synthesis of D2h-symmetry pyrene-2,7-(Bpin)2 and D4h-symmetry perylene-2,5,8,11-(Bpin)4 providing direct borylation of positions which are otherwise difficult to derivatise.

Graphical abstract: Selective Ir-catalysed borylation of polycyclic aromatic hydrocarbons: structures of naphthalene-2,6-bis(boronate), pyrene-2,7-bis(boronate) and perylene-2,5,8,11-tetra(boronate) esters

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Article information

DOI
https://doi.org/10.1039/B501778E
Article type
Communication
Submitted
03 Feb 2005
Accepted
22 Feb 2005
First published
09 Mar 2005

Chem. Commun., 2005, 2172-2174

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Selective Ir-catalysed borylation of polycyclic aromatic hydrocarbons: structures of naphthalene-2,6-bis(boronate), pyrene-2,7-bis(boronate) and perylene-2,5,8,11-tetra(boronate) esters

D. N. Coventry, A. S. Batsanov, A. E. Goeta, J. A. K. Howard, T. B. Marder and R. N. Perutz, Chem. Commun., 2005, 2172 DOI: 10.1039/B501778E

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