Academic Journal
C−H Functionalization—Prediction of Selectivity in Iridium(I)‐Catalyzed Hydrogen Isotope Exchange Competition Reactions
| العنوان: | C−H Functionalization—Prediction of Selectivity in Iridium(I)‐Catalyzed Hydrogen Isotope Exchange Competition Reactions |
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| المؤلفون: | Valero, Mégane, Kruissink, Thomas, Blass, Jennifer, Weck, Remo, Güssregen, Stefan, Plowright, Alleyn T., Derdau, Volker |
| المساهمون: | Horizon 2020 Framework Programme |
| المصدر: | Angewandte Chemie International Edition ; volume 59, issue 14, page 5626-5631 ; ISSN 1433-7851 1521-3773 |
| بيانات النشر: | Wiley |
| سنة النشر: | 2020 |
| المجموعة: | Wiley Online Library (Open Access Articles via Crossref) |
| الوصف: | An assessment of the C−H activation catalyst [(COD)Ir(IMes)(PPh 3 )]PF 6 (COD=1,5‐cyclooctadiene, IMes=1,3‐bis(2,4,6‐trimethylphenyl)imidazol‐2‐ylidene) in the deuteration of phenyl rings containing different functional directing groups is divulged. Competition experiments have revealed a clear order of the directing groups in the hydrogen isotope exchange (HIE) with an iridium (I) catalyst. Through DFT calculations the iridium–substrate coordination complex has been identified to be the main trigger for reactivity and selectivity in the competition situation with two or more directing groups. We postulate that the competition concept found in this HIE reaction can be used to explain regioselectivities in other transition‐metal‐catalyzed functionalization reactions of complex drug‐type molecules as long as a C−H activation mechanism is involved. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1002/anie.201914220 |
| الاتاحة: | http://dx.doi.org/10.1002/anie.201914220 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201914220 https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201914220 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201914220 |
| Rights: | http://creativecommons.org/licenses/by-nc/4.0/ |
| رقم الانضمام: | edsbas.BC2EA57E |
| قاعدة البيانات: | BASE |
| DOI: | 10.1002/anie.201914220 |
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