Porphyrin-Nanodiamond Hybrid Materials-Active, Stable and Reusable Cyclohexene Oxidation Catalysts

Autor(es)

Dias, Lucas D. ^{[1, 2]} ; Rodrigues, Fabio M. S. ^[2] ; Calvete, Mario J. F. ^[2] ; Carabineiro, Sonia A. C. ^{[3, 4]} ; Scherer, Marisa D. ^[5] ; Caires, Anderson R. L. ^{[6, 5]} ; Buijnsters, Josephus G. ^[7] ; Figueiredo, Jose L. ^[3] ; Bagnato, Vanderlei S. ^{[1, 8]} ; Pereira, Mariette M. ^[2]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Sao Carlos Inst Phys, BR-13566590 Sao Carlos - Brazil

^[2] Univ Coimbra, Dept Quim, CQC, Rua Larga, P-3004535 Coimbra - Portugal

^[3] Univ Porto, Fac Engn, Associate Lab LSRE LCM, Lab Catalysis & Mat, Rua Dr Roberto Frias S-N, P-4200465 Porto - Portugal

^[4] Univ NOVA Lisboa, LAQV REQUIMTE, Dept Chem, NOVA Sch Sci & Technol, P-2829516 Quinta Da Torre, Caparica - Portugal

^[5] Univ Fed Mato Grosso do Sul, Grp Opt & Foton, CP 549, BR-79070900 Campo Grande, MS - Brazil

^[6] Univ Essex, Sch Life Sci, Colchester CO4 3SQ, Essex - England

^[7] Delft Univ Technol, Dept Precis & Microsyst Engn, Micro & Nano Engn, NL-2628 CD Delft - Netherlands

^[8] Texas A&M Univ Coll Stn Texas, Dept Biomed Engn, 400 Bizzell St, College Stn, TX 77843 - USA

• Tipo de documento: Artigo Científico
• Fonte: CATALYSTS; v. 10, n. 12 DEC 2020.
• Citações Web of Science: 0

Resumo

The quest for active, yet ``green{''} non-toxic catalysts is a continuous challenge. In this work, covalently linked hybrid porphyrin-nanodiamonds were prepared via ipso nitro substitution reaction and characterized by X-ray photoelectron spectroscopy (XPS), fluorescence spectroscopy, infrared spectroscopy (IR) and thermogravimetry-differential scanning calorimetry (TG-DSC). The amine-functionalized nanodiamonds (ND@NH2) and 2-nitro-5,10,15,20-tetra(4-trifluoromethylphenyl)porphyrin covalently linked to nanodiamonds (ND@beta NH-TPPpCF(3)) were tested using Allium cepa as a plant model, and showed neither phytotoxicity nor cytotoxicity. The hybrid nanodiamond-copper(II)-porphyrin material ND@beta NH-TPPpCF(3)-Cu(II) was also evaluated as a reusable catalyst in cyclohexene allylic oxidation, and displayed a remarkable turnover number (TON) value of approximate to 265,000, using O-2 as green oxidant, in the total absence of sacrificial additives, which is the highest activity ever reported for said allylic oxidation. Additionally, ND@beta NH-TPPpCF(3)-Cu(II) could be easily separated from the reaction mixture by centrifugation, and reused in three consecutive catalytic cycles without major loss of activity. (AU)

• Processo FAPESP: 13/07276-1 - CEPOF - Centro de Pesquisa em Óptica e Fotônica
• Beneficiário: Vanderlei Salvador Bagnato
• Modalidade de apoio: Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs
• Processo FAPESP: 14/50857-8 - INCT 2014 - de Óptica Básica e Aplicada às Ciências da Vida
• Beneficiário: Vanderlei Salvador Bagnato
• Modalidade de apoio: Auxílio à Pesquisa - Temático
• Processo FAPESP: 19/13569-8 - Estudo dos Mecanismos de Ação em Terapia Fotodinâmica: Do Fotossensibilizador à Aplicação Prática
• Beneficiário: Lucas Danilo Dias
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado