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Authors = Michael Andresini ORCID = 0000-0003-4523-8488

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4 pages, 639 KiB  
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(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfonimidate
by Arianna Tota, Michael Andresini, Marco Colella, Roberta Savina Dibenedetto, Leonardo Degennaro and Renzo Luisi
Molbank 2022, 2022(4), M1518; https://doi.org/10.3390/M1518 - 5 Dec 2022
Cited by 1 | Viewed by 2330
Abstract
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfonimidate was synthesized via the stereoselective NH-transfer to (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (S)-4-methylbenzenesulfinate. The reaction employed diacetoxyiodobenzene (DIB) and ammonium carbamate, and occurred in acetonitrile at room temperature. The [...] Read more.
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (R)-4-methylbenzenesulfonimidate was synthesized via the stereoselective NH-transfer to (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (S)-4-methylbenzenesulfinate. The reaction employed diacetoxyiodobenzene (DIB) and ammonium carbamate, and occurred in acetonitrile at room temperature. The imidation of sulfur proceeded with complete stereocontrol, and the reaction afforded the desired product as a single diastereoisomer and with high enantiocontrol (e.r. = 97:3) in 70% yield. The product was characterized by 1H-NMR, 13C-NMR, COSY, HSQC, IR spectroscopy, HRMS, and the enantiomeric ratio was established by HPLC analysis at the chiral stationary phase. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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11 pages, 2060 KiB  
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Benchmarking Acidic and Basic Catalysis for a Robust Production of Biofuel from Waste Cooking Oil
by Claudia Carlucci, Michael Andresini, Leonardo Degennaro and Renzo Luisi
Catalysts 2019, 9(12), 1050; https://doi.org/10.3390/catal9121050 - 10 Dec 2019
Cited by 7 | Viewed by 3539
Abstract
The production of biodiesel at the industrial level is mainly based on the use of basic catalysts. Otherwise, also acidic catalysis allowed high conversion and yields, as this method is not affected by the percentage of free fatty acids present in the starting [...] Read more.
The production of biodiesel at the industrial level is mainly based on the use of basic catalysts. Otherwise, also acidic catalysis allowed high conversion and yields, as this method is not affected by the percentage of free fatty acids present in the starting sample. This work has been useful in assessing the possible catalytic pathways in the production of fatty acid methyl esters (FAMEs), starting from different cooking waste oil mixtures, exploring particularly acidic catalysis. It was possible to state that the optimal experimental conditions required concentrated sulfuric acid 20% w/w as a catalyst, a reaction time of twelve hours, a temperature of 85 °C and a molar ratio MeOH/oil of 6:1. The role of silica in the purification method was also explored. By evaluating the parameters, type of catalyst, temperature, reaction time and MeOH/oil molar ratios, it has been possible to develop a robust method for the production of biodiesel from real waste mixtures with conversions up to 99%. Full article
(This article belongs to the Special Issue Advanced Strategies for Catalyst Design)
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