Imperial College London
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ProfessorMartinHeeney

Faculty of Natural Sciences, Department of Chemistry

Professor of Organic Materials
 
 
 
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Contact

 

+44 (0)20 7594 1248m.heeney Website

 
 
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Location

 

401GMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@unpublished{Meindl:2020:10.26434/chemrxiv.12052647.v1,
author = {Meindl, B and Pfennigbauer, K and Stöger, B and Heeney, M and Glöcklhofer, F},
doi = {10.26434/chemrxiv.12052647.v1},
publisher = {ChemRxiv},
title = {Double ring-closing approach for the synthesis of 2,3,6,7-substituted anthracene derivatives},
url = {http://dx.doi.org/10.26434/chemrxiv.12052647.v1},
year = {2020}
}
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RIS format (EndNote, RefMan)

TY  - UNPB
AB  - <jats:p>Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.<br></jats:p>
AU  - Meindl,B
AU  - Pfennigbauer,K
AU  - Stöger,B
AU  - Heeney,M
AU  - Glöcklhofer,F
DO  - 10.26434/chemrxiv.12052647.v1
PB  - ChemRxiv
PY  - 2020///
TI  - Double ring-closing approach for the synthesis of 2,3,6,7-substituted anthracene derivatives
UR  - http://dx.doi.org/10.26434/chemrxiv.12052647.v1
UR  - https://chemrxiv.org/articles/preprint/Double_Ring-Closing_Approach_for_the_Synthesis_of_2_3_6_7-Substituted_Anthracene_Derivatives/12052647/1
UR  - http://hdl.handle.net/10044/1/88943
ER  -
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