期刊
ACS APPLIED MATERIALS & INTERFACES
卷 12, 期 15, 页码 17873-17881出版社
AMER CHEMICAL SOC
DOI: 10.1021/acsami.0c01280
关键词
porous organic polymers; thiourea; Michael reaction; heterogeneous catalysis; organocatalysts
As novel porous organic polymers with thiourea linkages, POP-TUs were successfully synthesized with tris(4-aminophenyl) amine (TAA) and 1,4-phenylene diisothiocyanate (PDT) under different conditions. The as-synthesized POP-TUs possess distinctly different morphological characteristics and can effectively catalyze the Michael reaction of trans-beta-nitrostyrenes to diethyl malonate. Particularly, the POP-TU-2-catalyzed Michael reaction can proceed smoothly even using an ultralow catalyst dosage of 0.03 mol %, whose turnover number (TON) and turnover frequency (TOF) can reach up to 2700 and 25 h(-1), respectively. Besides, POP-TU-2 also exhibits excellent recyclability and reusability. Only 2% decline in the isolated yield was found after five consecutive runs. This work shows a significant improvement over previously reported thiourea-based catalysts and can offer an effective strategy for developing highly efficient heterogeneous organocatalysts.
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