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. 2020 Jun 5;10(36):21650–21655. doi: 10.1039/d0ra02178d

Screening of the catalytic performance of clusters as the catalysts for multicomponent coupling reaction of benzaldehyde, piperidine and phenylacetylenea.

graphic file with name d0ra02178d-u1.jpg
Entry Catalyst Yieldb
1 TiO2 n.d.
2 Au2Ag2/TiO2 81%
3 Au25/TiO2 62%
4 Au13/TiO2 45%
5c Au2Ag2/TiO2 80%
6d Au2Ag2/TiO2 79%
a

Reaction conditions: 100 mg metal clusters/TiO2 catalysts, 1.0 mmol benzaldehyde, 1.2 mmol piperidine, 1.3 mmol phenylacetylene, 5 mL water, 16 h, under a N2 atmosphere; n.d. = not detected.

b

The yield of propargylamine was determined by 1H NMR.

c

2nd reuse of the catalyst recovered from entry 2.

d

3rd reuse of the catalyst recovered from entry 5.