Asymmetric catalysis mediated by a mirror symmetry-broken helical nanoribbon.

Benzamides / chemical synthesis Catalysis Copper / chemistry Cycloaddition Reaction Magnetic Resonance Spectroscopy Microscopy, Electron, Scanning Models, Chemical Molecular Structure Nanostructures / chemistry Nanotubes, Carbon / chemistry Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization Stereoisomerism

Journal

Nature communications
ISSN: 2041-1723
Titre abrégé: Nat Commun
Pays: England
ID NLM: 101528555

Informations de publication

Date de publication:
04 09 2019
Historique:
received: 12 01 2019
accepted: 25 07 2019
entrez: 6 9 2019
pubmed: 6 9 2019
medline: 31 12 2019
Statut: epublish

Résumé

Although chirality has been recognized as an essential entity for life, it still remains a big mystery how the homochirality in nature emerged in essential biomolecules. Certain achiral motifs are known to assemble into chiral nanostructures. In rare cases, their absolute geometries are enantiomerically biased by mirror symmetry breaking. Here we report the first example of asymmetric catalysis by using a mirror symmetry-broken helical nanoribbon as the ligand. We obtain this helical nanoribbon from a benzoic acid appended achiral benzene-1,3,5-tricarboxamide by its helical supramolecular assembly and employ it for the Cu

Identifiants

DOI: 10.1038/s41467-019-11840-3 PMID: 31484928 PMC: PMC6726595
pubmed: 31484928
doi: 10.1038/s41467-019-11840-3
pii: 10.1038/s41467-019-11840-3
pmc: PMC6726595
doi:

Substances chimiques

Benzamides 0
Nanotubes, Carbon 0
benzene-1,3,5-tricarboxamide 0
Copper 789U1901C5

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

3976

Références

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Auteurs

Zhaocun Shen (Z)

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China. shenzc@iccas.ac.cn.
Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan. shenzc@iccas.ac.cn.
University of Chinese Academy of Sciences, Beijing, 100049, P. R. China. shenzc@iccas.ac.cn.
ORCID: 0000-0002-2950-3061

Yutao Sang (Y)

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.
ORCID: 0000-0003-1170-7362

Tianyu Wang (T)

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
ORCID: 0000-0002-1223-1258

Jian Jiang (J)

CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Beijing, 100190, P. R. China.

Yan Meng (Y)

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.

Yuqian Jiang (Y)

CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Beijing, 100190, P. R. China.

Kou Okuro (K)

Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan. okuro@macro.t.u-tokyo.ac.jp.
ORCID: 0000-0003-0445-6358

Takuzo Aida (T)

Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan. aida@macro.t.u-tokyo.ac.jp.
RIKEN Center for Emergent Matter Science, 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan. aida@macro.t.u-tokyo.ac.jp.
ORCID: 0000-0002-0002-8017

Minghua Liu (M)

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China. liumh@iccas.ac.cn.
University of Chinese Academy of Sciences, Beijing, 100049, P. R. China. liumh@iccas.ac.cn.
CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Beijing, 100190, P. R. China. liumh@iccas.ac.cn.
Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300072, P. R. China. liumh@iccas.ac.cn.
ORCID: 0000-0002-6603-1251

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Classifications MeSH

questionsmedicales.fr › Composés chimiques organiques › Hydrocarbures › Hydrocarbures cycliques › Hydrocarbures aromatiques › Dérivés du benzène › Benzoates › Benzamides › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Phénomènes chimiques › Catalyse › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Produits chimiques inorganiques › Métaux › Métaux lourds › Cuivre › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Technologie, industrie et agriculture › Technologie › Technologie pharmaceutique › Techniques de chimie synthétique › Réaction de cycloaddition › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Techniques d'investigation › Techniques de chimie analytique › Analyse spectrale › Spectroscopie par résonance magnétique › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Techniques d'investigation › Microscopie électronique › Microscopie électronique à balayage › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Techniques d'investigation › Modèles théoriques › Modèles chimiques › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Technologie, industrie et agriculture › Produits manufacturés › Nanostructures › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Technologie, industrie et agriculture › Produits manufacturés › Nanostructures › Nanotubes › Nanotubes de carbone › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Techniques d'investigation › Techniques de chimie analytique › Spectrométrie de masse › Spectrométrie de masse MALDI › Asymmetric catalysis mediated by a mirror...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Asymmetric catalysis mediated by a mirror...