Let̵7;s call it two-step Texas, but for molecules.
Rice University scientists have developed a method for de-alken, the molecule used to simplify the synthesis, into more useful mediators for drugs and other compounds through thorough engineering. The double catalytic technique is called co-operative hydrogen atom transfer, or cHAT.
This process allows the hydrogenation of alkenes, the hydrocarbons containing the carbon-carbon double bonds, in a simpler and more environmentally friendly way.
The work of rice chemist Julian West and postdoctoral researcher Padmanabha Kattamuri are detailed in Journal of the American Chemical Society.
In each step, the catalyst contributes one electron and one proton. The cHAT change is that both reactions occur during a resonance process, with a second catalyst taking over as soon as the first catalyst is taken.
West, who joined Rice last year with a grant from the Texas Institute for Cancer Research and Prevention (CPRIT), said: “The basic reaction of hydrogenation is super useful to make molecules. . “There are a few factors that are really good at this and can do a lot of different transformations, but they are very expensive and not sustainable.”
Since cHAT uses iron and sulfur abundant on Earth as a catalyst, it is much lower cost than industry standard methods based on expensive precious metals such as platinum, palladium, gold and silver, as well as hydrogen gas and oxidation reagents generate toxic waste.
The goal is to make the hydrogen atoms more available to react with other molecules of choice to form new compounds. The cHAT process does not use additional oxidants, works with a variety of substrates and is highly scalable. The double catalyst approach also serves to make non-hydrogenated substances, or another form of the same product molecule that cannot be made out of precious metals.
West used the baseball analogy to describe cHAT. “If you remember ‘Moneyball’ you will know that instead of trying to hire a superstar that can do everything but is really expensive, you better get a few small players and let them work together. to achieve the same transformation, “he said.
“Plus, through teamwork, we’ve come up with a strategy to bring us into new variations of the product,” says West. “By combining inexpensive iron with an organic sulfur compound, we were able to make mutually beneficial combinations. The iron catalyst accelerates the process by supplying it with an atom of hydrogen, and It’s completely removed. Then the sulfur can come in and give it a second. “
Flammable hydrogen gas is a common reagent in industrial hydrogenation, he notes. “Our process uses a simple, table stabilized reagent, phenylsilane, as the hydrogen source,” says West. “We just add it to ethanol with both the catalyst and the alken. And the ethanol is also a green solvent.
“And when you’re making drugs on a tonne scale, you want to avoid generating tons of toxic solvent waste,” he said. “It should be avoided at all costs. So this could be a huge win for the pharmaceutical companies.”
He said his lab is working to configure its catalysts to manufacture a wide variety of products. “That gives us a lot of complexity and chemical diversity from one starting material,” says West. “We want to know if we can use this high level of control over the process.”
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Padmanabha V. Kattamuri et al., Hydrogenation of Alkenes through cooperative hydrogen atom transfer, Journal of the American Chemical Society (Year 2020). DOI: 10.1021 / jacs.0c09544
Provided by Rice University
Quote: In a hurry to develop drugs? Here’s your cHAT (2020, October 30) retrieved October 31, 2020 from https://phys.org/news/2020-10-drugs-chat.html
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