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. 2020 Dec 11;25(24):5847. doi: 10.3390/molecules25245847

Table 1.

Screening of reaction conditions for cross metathesis between 4 and 5.

Entry Catalyst a Substrate Solvent Temp Time Yield % (6/7/8) b
1 Grubbs 1st generation 5b CH2Cl2 rt 24 h 0
2 Grubbs 1st generation 5b CH2Cl2 reflux 24 h 0
3 Grubbs 1st generation 5b 1,2-DCE reflux 24 h 0
4 Grubbs 1st generation 5b toluene reflux 24 h 0
5 Grubbs 2nd generation 5b CH2Cl2 reflux 24 h Trace
6 Grubbs 2nd generation 5b toluene reflux 3 h 54/14/8
7 Grubbs 2nd generation 5b toluene reflux 24 h 62/15/trace
8 Grubbs 2nd generation 5b neat 80 °C 24 h Trace
9 Grubbs 2nd generation 5a CH2Cl2 rt 24 h 0
10 Grubbs 2nd generation 5a CH2Cl2 reflux 24 h 0
11 Grubbs 2nd generation 5a 1,2-DCE reflux 24 h Trace
12 Grubbs 2nd generation 5a toluene reflux 24 h 17/15/11

a5 mol % of the catalyst was used; bIsolated yield of products 6, 7, and 8.