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http://hdl.handle.net/10397/95307
| Title: | Regioselective synthesis of polycyclic and heptagon-embedded aromatic compounds through a versatile π-extension of aryl halides | Authors: | Fu, WC Wang, Z Chan, WTK Lin, Z Kwong, FY |
Issue Date: | 12-Jun-2017 | Source: | Angewandte chemie international edition, 12 June 2017, v. 56, no. 25, p. 7166-7170 | Abstract: | A versatile π-extension reaction was developed based on the three-component cross-coupling of aryl halides, 2-haloarylcarboxylic acids, and norbornadiene. The transformation is driven by the direction and subsequent decarboxylation of the carboxyl group, while norbornadiene serves as an ortho-C−H activator and ethylene synthon via a retro-Diels–Alder reaction. Comprehensive DFT calculations were performed to account for the catalytic intermediates. | Keywords: | Cross-coupling C−H functionalization Decarboxylation Palladium Polycyclic aromatic hydrocarbons |
Publisher: | Wiley-VCH | Journal: | Angewandte chemie international edition | ISSN: | 1433-7851 | EISSN: | 1521-3773 | DOI: | 10.1002/anie.201703551 | Rights: | © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim This is the peer reviewed version of the following article: W. C. Fu, Z. Wang, W. T. K. Chan, Z. Lin, F. Y. Kwong, Regioselective Synthesis of Polycyclic and Heptagon-embedded Aromatic Compounds through a Versatile π-Extension of Aryl Halides, Angew. Chem. Int. Ed. 2017, 56, 7166, which has been published in final form at https://doi.org/10.1002/anie.201703551. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. |
| Appears in Collections: | Journal/Magazine Article |
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| Regioselective_Synthesis_Polycyclic.pdf | Pre-Published version | 1.08 MB | Adobe PDF | View/Open |
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