Literature DB >> 28370962

Annulative π-Extension (APEX): Rapid Access to Fused Arenes, Heteroarenes, and Nanographenes.

Hideto Ito1, Kyohei Ozaki1, Kenichiro Itami1,2.   

Abstract

The annulative π-extension (APEX) reaction has the potential to have a tremendous impact on the fields of materials science and bioimaging, as well as on the pharmaceutical/agrochemical industries, since it allows access to fused aromatic systems from relatively simple aromatic compounds in a single step. Typically, an APEX reaction facilitates a one-pot π-extension without the need to prefunctionalize the aromatic compounds. This advantageous feature is extremely useful for tuning and modifying molecular properties in the last step of a synthesis. In this Review, the progress and applications of APEX reactions of unfunctionalized arenes and heteroarenes are described.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C-H functionalization; annulation; arenes; condensation; heterocycles

Year:  2017        PMID: 28370962     DOI: 10.1002/anie.201701058

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  16 in total

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2.  Domino Dehydrative π-Extension: A Facile Path to Extended Perylenes and Terrylenes.

Authors:  Mikhail Feofanov; Vladimir Akhmetov; Konstantin Amsharov
Journal:  Chemistry       Date:  2021-11-10       Impact factor: 5.020

3.  π-Extension of heterocycles via a Pd-catalyzed heterocyclic aryne annulation: π-extended donors for TADF emitters.

Authors:  Katie A Spence; Jason V Chari; Mattia Di Niro; Robert B Susick; Narcisse Ukwitegetse; Peter I Djurovich; Mark E Thompson; Neil K Garg
Journal:  Chem Sci       Date:  2022-05-04       Impact factor: 9.969

4.  Dehydrative π-extension to nanographenes with zig-zag edges.

Authors:  Dominik Lungerich; Olena Papaianina; Mikhail Feofanov; Jia Liu; Mirunalini Devarajulu; Sergey I Troyanov; Sabine Maier; Konstantin Amsharov
Journal:  Nat Commun       Date:  2018-11-12       Impact factor: 14.919

5.  Annulative π-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds.

Authors:  Hiroyuki Kitano; Wataru Matsuoka; Hideto Ito; Kenichiro Itami
Journal:  Chem Sci       Date:  2018-08-09       Impact factor: 9.825

6.  Synthesis, photophysical and electronic properties of tetra-donor- or acceptor-substituted ortho-perylenes displaying four reversible oxidations or reductions.

Authors:  Julia Merz; Andreas Steffen; Jörn Nitsch; Julian Fink; Claudia B Schürger; Alexandra Friedrich; Ivo Krummenacher; Holger Braunschweig; Michael Moos; David Mims; Christoph Lambert; Todd B Marder
Journal:  Chem Sci       Date:  2019-06-24       Impact factor: 9.825

7.  A Highly Warped Heptagon-Containing sp2 Carbon Scaffold via Vinylnaphthyl π-Extension.

Authors:  Jeffrey M Farrell; Vincenzo Grande; David Schmidt; Frank Würthner
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-30       Impact factor: 15.336

8.  Molecular defect-containing bilayer graphene exhibiting brightened luminescence.

Authors:  Xin-Jing Zhao; Hao Hou; Peng-Peng Ding; Ze-Ying Deng; Yang-Yang Ju; Shun-He Liu; Yu-Min Liu; Chun Tang; Liu-Bin Feng; Yuan-Zhi Tan
Journal:  Sci Adv       Date:  2020-02-28       Impact factor: 14.136

Review 9.  Diels-Alder Cycloaddition to the Bay Region of Perylene and Its Derivatives as an Attractive Strategy for PAH Core Expansion: Theoretical and Practical Aspects.

Authors:  Aneta Kurpanik; Marek Matussek; Piotr Lodowski; Grażyna Szafraniec-Gorol; Michał Krompiec; Stanisław Krompiec
Journal:  Molecules       Date:  2020-11-17       Impact factor: 4.411

10.  Extended Benzene-Fused Oligo-BODIPYs: In Three Steps to a Series of Large, Arc-Shaped, Near-Infrared Dyes.

Authors:  Atanu Patra; Lukas J Patalag; Peter G Jones; Daniel B Werz
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-09       Impact factor: 16.823

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