Details
| Translated title of the contribution | Syntheseanwendungen der oxidativen aromatischen Kupplung : von Biphenolen zu Nanographenen |
|---|---|
| Original language | English |
| Pages (from-to) | 2998-3027 |
| Number of pages | 30 |
| Journal | Angewandte Chemie |
| Volume | 59 |
| Issue number | 8 |
| Early online date | 24 Jul 2019 |
| Publication status | Published - 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.
Keywords
- biaryls, Lewis acids, nanographenes, oxidative coupling, Scholl reaction
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
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In: Angewandte Chemie , Vol. 59, No. 8, 10.02.2020, p. 2998-3027.
Research output: Contribution to journal › Review article › Research › peer review
}
TY - JOUR
T1 - Synthetic Applications of Oxidative Aromatic Coupling
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).
PY - 2020/2/10
Y1 - 2020/2/10
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.
KW - biaryls
KW - Lewis acids
KW - nanographenes
KW - oxidative coupling
KW - Scholl reaction
UR - http://www.scopus.com/inward/record.url?scp=85075468662&partnerID=8YFLogxK
U2 - 10.1002/anie.201904934
DO - 10.1002/anie.201904934
M3 - Review article
C2 - 31342599
AN - SCOPUS:85075468662
VL - 59
SP - 2998
EP - 3027
JO - Angewandte Chemie
JF - Angewandte Chemie
SN - 1433-7851
IS - 8
ER -