Jimmy Nelson Appaturi, Thiruchelvi Pulingam, Jothi Ramalingam Rajabathar, Fitri Khoerunnisa, Tau Chuan Ling, Soon Huat Tan, Eng-Poh Ng
Alanine functionalized mesoporous SBA-15 (SBA-15-Alanine) as an active and selective catalyst for Knoevenagel condensation reaction of benzaldehyde and ethyl cyanoacetate is reported. The catalyst is prepared by 2-step grafting approach using (3-chloropropyl)triethoxysilane (CPTES) followed by DL-alanine. The XRD, TEM and N2 adsorption results reveal that the mesoporous characteristic of SBA-15-Alanine is retained upon modification. Furthermore, the IR, TG/DTG, CHN and TPD analyses indicate the successful functionalization of alanine, leading to the formation of bifunctional mesoporous catalyst bearing both acidic (-COOH) and basic (-NH) sites. This catalyst exhibits acid-base cooperative effect and good catalytic performance in the Knoevenagel condensation between benzaldehyde with ethyl cyanoacetate (96.7% conversion) with 100% selective to ethyl α-cyanocinnamate under novel non-microwave instant heating conditions. The SBA-15-Alanine also shows stable catalytic performance with high reusability where insignificant decline in catalytic reactivity is observed after five successive cycles, thus suggesting a promising replacement of base catalysts in condensation reactions. © 2021 Elsevier Inc.
School of Chemical Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia; School of Biological Sciences, Universiti Sains Malaysia, 11800, Penang, Malaysia; Surfactant Research Chair, Chemistry Department, College of Science, King Saud University, P.O. Box. 2455, Riyadh, 11451, Saudi Arabia; Department of Chemistry, Universitas Pendidikan Indonesia, Setiabudi 229, Bandung, 40154, West Java, Indonesia; Institute of Biological Sciences, Faculty of Science, University of Malaya, Kuala Lumpur, 50603, Malaysia; School of Chemical Engineering, Engineering Campus, Universiti Sains Malaysia, 14300, Penang, Malaysia
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