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Table 1 Propargylic substitution reactions of 1,3-diphenyl-2-propyn-1-ol with phenol using PMA@MSS@FeCo/GC ^a

From: Propargylic substitution reactions with various nucleophilic compounds using efficient and recyclable mesoporous silica spheres embedded with FeCo/graphitic shell nanocrystals


Entry	Catalyst (PMA mol%)	Time (min)	Temp. (°C)	Conv. (%)^b	TOF (−h)
1	0.03 mol%	30	50	79	5,267
1	PMA@FeCo/GC@MSS	30	50	79	5,267
2	0.05 mol%	5	50	81	19,440
2	PMA@FeCo/GC@MSS	5	50	81	19,440
3	0.05 mol%	10	50	94	11,280
3	PMA@FeCo/GC@MSS	10	50	94	11,280
4	0.05 mol%	20	50	97	5,820
4	PMA@FeCo/GC@MSS	20	50	97	5,820
5	0.05 mol%	30	50	100	4,000
5	PMA@FeCo/GC@MSS	30	50	100	4,000
6	0.1 mol%	30	25	93	1,860
6	PMA@FeCo/GC@MSS	30	25	93	1,860
7	0.1 mol%	30	50	100	2,000
7	PMA@FeCo/GC@MSS	30	50	100	2,000
8	0.05 mol% PMA	30	50	95	3,800
9	FeCo/GC@MSS^c	30	50	0	-
10	SiO₂^c	30	50	0	-
11	Recovered from number 5	30	50	100	4,000
12	Recovered from number 11	30	50	100	4,000
13	Recovered from number 12	30	50	100	4,000
14	Recovered from number 13	30	50	100	4,000

^aReaction conditions: 1,3-diphenyl-2-propyn-1-ol (0.19 ml, 1.0 mmol), phenol (1.2 mmol), and acetonitrile (5.0 mL). ^bDetermined by ¹H NMR spectroscopy. Yields are based on the amount of propargylic alcohol. ^CAmount of compound based on calculated content in 0.05 mol% PMA@FeCo/GC@MSS, respectively.

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