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Synlett 2016; 27(16): 2352-2356
DOI: 10.1055/s-0035-1562468
DOI: 10.1055/s-0035-1562468
letter
Highly Activated Second-Generation Grubbs–Hoveyda Catalyst Driven by Intramolecular Steric Strain
Weitere Informationen
Publikationsverlauf
Received: 21. April 2016
Accepted after revision: 08. Juni 2016
Publikationsdatum:
13. Juli 2016 (online)
![](https://www.thieme-connect.de/media/synlett/201616/lookinside/thumbnails/st-2016-u0283-l_10-1055_s-0035-1562468-1.jpg)
We would like to dedicate this letter to Prof. Takayuki Shioiri on his 80th birthday.
Abstract
Various Grubbs–Hoveyda second-generation catalysts activated by intramolecular steric strain were prepared. The variant bearing a 9-anthracenyl group in the ligand moiety exhibited the highest catalytic activity. The new anthracenyl-type-activated catalyst was used in a ring-closing metathesis reaction to effectively provide a 4-substituted product effectively.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1562468.
- Supporting Information
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References and Notes
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9 Garber SB, Kingsbury JS, Gray BL, Hoveyda AH. J. Am. Chem. Soc. 2000; 122: 8168
- 10 Characterization Data of Catalyst 1g Green crystal, mp 300 °C (dec.). 1H NMR (270 MHz, CDCl3): δ = 1.33 (d, J = 5.7 Hz, 6 H), 2.11–2.42 (br m, 18 H), 4.10 (s, 4 H), 4.92–5.01 (m, 1 H), 6.93–6.97 (m, 6 H), 7.28–7.50 (m, 6 H), 7.68 (d, J = 8.9 Hz, 2 H), 7.98 (d, J = 8.4 Hz, 2 H), 8.43 (s, 1 H), 16.64 (s, 1 H). 13C NMR (68 MHz, CDCl3): δ = 21.1, 21.4, 112.9, 125.1, 125.3, 125.5, 126.7, 127.3, 128.3, 129.5, 130.7, 131.4, 132.4, 132.6, 135.6, 139.0, 145.4, 152.0, 211.0, 296.4. HRMS (FAB+): m/z calcd for C45H48Cl2N2ORu: 804.2162; found: 804.2187.
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For selected reviews, see:
For selected examples, see:
For selected examples, see:
For selected examples, see:
For B3LYP, see:
For LANL2DZ, see:
For selected reviews, see: