Synthetic Applications of Oxidative Aromatic Coupling: From Biphenols to Nanographenes

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Titel in ÜbersetzungSyntheseanwendungen der oxidativen aromatischen Kupplung : von Biphenolen zu Nanographenen
OriginalspracheEnglisch
Seiten (von - bis)2998-3027
Seitenumfang30
FachzeitschriftAngewandte Chemie
Jahrgang59
Ausgabenummer8
Frühes Online-Datum24 Juli 2019
PublikationsstatusVeröffentlicht - 10 Feb. 2020

Abstract

Oxidative aromatic coupling occupies a fundamental place in the modern chemistry of aromatic compounds. It is a method of choice for the assembly of large and bewildering architectures. Considerable effort was also devoted to applications of the Scholl reaction for the synthesis of chiral biphenols and natural products. The ability to form biaryl linkages without any prefunctionalization provides an efficient pathway to many complex structures. Although the chemistry of this process is only now becoming fully understood, this reaction continues to both fascinate and challenge researchers. This is especially true for heterocoupling, that is, oxidative aromatic coupling with the chemoselective formation of a C−C bond between two different arenes. Analysis of the progress achieved in this field since 2013 reveals that many groups have contributed by pushing the boundary of structural possibilities, expanding into surface-assisted (cyclo)dehydrogenation, and developing new reagents.

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Synthetic Applications of Oxidative Aromatic Coupling: From Biphenols to Nanographenes. / Grzybowski, Marek; Sadowski, Bartłomiej; Butenschön, Holger et al.
in: Angewandte Chemie , Jahrgang 59, Nr. 8, 10.02.2020, S. 2998-3027.

Publikation: Beitrag in FachzeitschriftÜbersichtsarbeitForschungPeer-Review

Grzybowski M, Sadowski B, Butenschön H, Gryko DT. Synthetic Applications of Oxidative Aromatic Coupling: From Biphenols to Nanographenes. Angewandte Chemie . 2020 Feb 10;59(8):2998-3027. Epub 2019 Jul 24. doi: 10.1002/anie.201904934, 10.1002/ange.201904934, 10.15488/10954
Grzybowski, Marek ; Sadowski, Bartłomiej ; Butenschön, Holger et al. / Synthetic Applications of Oxidative Aromatic Coupling : From Biphenols to Nanographenes. in: Angewandte Chemie . 2020 ; Jahrgang 59, Nr. 8. S. 2998-3027.
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abstract = "Oxidative aromatic coupling occupies a fundamental place in the modern chemistry of aromatic compounds. It is a method of choice for the assembly of large and bewildering architectures. Considerable effort was also devoted to applications of the Scholl reaction for the synthesis of chiral biphenols and natural products. The ability to form biaryl linkages without any prefunctionalization provides an efficient pathway to many complex structures. Although the chemistry of this process is only now becoming fully understood, this reaction continues to both fascinate and challenge researchers. This is especially true for heterocoupling, that is, oxidative aromatic coupling with the chemoselective formation of a C−C bond between two different arenes. Analysis of the progress achieved in this field since 2013 reveals that many groups have contributed by pushing the boundary of structural possibilities, expanding into surface-assisted (cyclo)dehydrogenation, and developing new reagents.",
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T2 - From Biphenols to Nanographenes

AU - Grzybowski, Marek

AU - Sadowski, Bartłomiej

AU - Butenschön, Holger

AU - Gryko, Daniel T.

N1 - Funding information: Daniel T. Gryko obtained his PhD from the Institute of Organic Chemistry of the Polish Academy of Sciences in 1997, under the supervision of Prof. J. Jurczak. After postdoctoral research with Prof. J. Lindsey at North Carolina State University, he started his independent career in Poland. Recently, he became Director of the Institute of Organic Chemistry of the Polish Academy of Sciences. He received the Society of Porphyrins and Phthalocyanines Young Investigator Award in 2008 and Foundation for Polish Science Award in 2017 . The work was financially supported by the Foundation for Polish Science (TEAM POIR.04.04.00-00-3CF4/16-00) and the Polish National Science Centre (Grants PRELUDIUM 2016/23/N/ST5/00054 and SONATA 2018/31/D/ST5/00432).

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N2 - Oxidative aromatic coupling occupies a fundamental place in the modern chemistry of aromatic compounds. It is a method of choice for the assembly of large and bewildering architectures. Considerable effort was also devoted to applications of the Scholl reaction for the synthesis of chiral biphenols and natural products. The ability to form biaryl linkages without any prefunctionalization provides an efficient pathway to many complex structures. Although the chemistry of this process is only now becoming fully understood, this reaction continues to both fascinate and challenge researchers. This is especially true for heterocoupling, that is, oxidative aromatic coupling with the chemoselective formation of a C−C bond between two different arenes. Analysis of the progress achieved in this field since 2013 reveals that many groups have contributed by pushing the boundary of structural possibilities, expanding into surface-assisted (cyclo)dehydrogenation, and developing new reagents.

AB - Oxidative aromatic coupling occupies a fundamental place in the modern chemistry of aromatic compounds. It is a method of choice for the assembly of large and bewildering architectures. Considerable effort was also devoted to applications of the Scholl reaction for the synthesis of chiral biphenols and natural products. The ability to form biaryl linkages without any prefunctionalization provides an efficient pathway to many complex structures. Although the chemistry of this process is only now becoming fully understood, this reaction continues to both fascinate and challenge researchers. This is especially true for heterocoupling, that is, oxidative aromatic coupling with the chemoselective formation of a C−C bond between two different arenes. Analysis of the progress achieved in this field since 2013 reveals that many groups have contributed by pushing the boundary of structural possibilities, expanding into surface-assisted (cyclo)dehydrogenation, and developing new reagents.

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