Chemistry in Water Reproducibility Study: Learnings from a Precompetitive, Multicompany Collaboration DOI
Richard J. Fox, J. Daniel Bailey, Jennifer V. Obligacion

et al.

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(4), P. 978 - 1002

Published: March 15, 2024

Despite the reported successes and advantages involving use of amphiphilic surfactants, most notably TPGS-750-M, to enable a multitude synthetic transformations be conducted in water, implementation this methodology within pharmaceutical industry has been relatively limited. In paper, we will disclose key results learnings from multicompany collaboration focused on reproducibility study some commonly used reaction types industry, specifically amidation, SNAr, nitro reduction, reductive amination, multiple Pd-catalyzed water. The presentation not just originally TPGS-750-M conditions but also under water-only control with three different as well both small (i.e., ≤500 mg) mid (∼10 g) scales.

Language: Английский

Water as the reaction medium in organic chemistry: from our worst enemy to our best friend DOI Creative Commons
Margery Cortes‐Clerget, Tzu‐Yu Yu, Joseph R. A. Kincaid

et al.

Chemical Science, Journal Year: 2021, Volume and Issue: 12(12), P. 4237 - 4266

Published: Jan. 1, 2021

A review presenting water as the logical reaction medium for future of organic chemistry. discussion is offered that covers both "on water" and "in phenomena, how playing unique roles in each, specifically with regard to its use synthesis.

Language: Английский

Citations

402

The Hydrophobic Effect Applied to Organic Synthesis: Recent Synthetic Chemistry “in Water” DOI Creative Commons
Bruce H. Lipshutz, Subir Ghorai, Margery Cortes‐Clerget

et al.

Chemistry - A European Journal, Journal Year: 2018, Volume and Issue: 24(26), P. 6672 - 6695

Published: Feb. 21, 2018

Recent developments over the past few years in aqueous micellar catalysis are discussed. Applications to problems synthesis highlighted, enabled by use of surfactants that self-aggregate water into micelles as nanoreactors. These include amphiphiles have been available for some time, well those newly designed. Reactions catalyzed transition metals, including Pd, Cu, Rh, and Au, particular focus.

Language: Английский

Citations

309

Embracing Nature’s Catalysts: A Viewpoint on the Future of Biocatalysis DOI Open Access
Bernhard Hauer

ACS Catalysis, Journal Year: 2020, Volume and Issue: 10(15), P. 8418 - 8427

Published: June 4, 2020

ADVERTISEMENT RETURN TO ISSUEPREVViewpointNEXTEmbracing Nature's Catalysts: A Viewpoint on the Future of BiocatalysisBernhard Hauer*Bernhard HauerInstitute Biochemistry and Technical Biochemistry, Department Universitaet Stuttgart, Allmandring 31, 70569 Germany*Email: [email protected]More by Bernhard Hauerhttp://orcid.org/0000-0001-6259-3348Cite this: ACS Catal. 2020, 10, 15, 8418–8427Publication Date (Web):June 4, 2020Publication History Received16 April 2020Published online4 June inissue 7 August 2020https://pubs.acs.org/doi/10.1021/acscatal.0c01708https://doi.org/10.1021/acscatal.0c01708article-commentaryACS PublicationsCopyright © 2020 American Chemical Society. This publication is available under these Terms Use. Request reuse permissions free to access through this site. Learn MoreArticle Views15099Altmetric-Citations190LEARN ABOUT THESE METRICSArticle Views are COUNTER-compliant sum full text article downloads since November 2008 (both PDF HTML) across all institutions individuals. These metrics regularly updated reflect usage leading up last few days.Citations number other articles citing article, calculated Crossref daily. Find more information about citation counts.The Altmetric Attention Score a quantitative measure attention that research has received online. Clicking donut icon will load page at altmetric.com with additional details score social media presence for given article. how calculated. Share Add toView InAdd Full Text ReferenceAdd Description ExportRISCitationCitation abstractCitation referencesMore Options onFacebookTwitterWechatLinked InRedditEmail (1 MB) Get e-AlertscloseSUBJECTS:Biocatalysis,Catalysts,Chemical reactions,Industrial manufacturing,Peptides proteins e-Alerts

Language: Английский

Citations

236

Bridging the gap between transition metal- and bio-catalysis via aqueous micellar catalysis DOI Creative Commons
Margery Cortes‐Clerget, Nnamdi Akporji, Jianguang Zhou

et al.

Nature Communications, Journal Year: 2019, Volume and Issue: 10(1)

Published: May 15, 2019

Abstract Previous studies have shown that aqueous solutions of designer surfactants enable a wide variety valuable transformations in synthetic organic chemistry. Since reactions take place within the inner hydrophobic cores these tailor-made nanoreactors, and products made therein are dynamic exchange between micelles through water, opportunities exist to use enzymes effect secondary processes. Herein we report ketone-containing products, formed via initial transition metal-catalyzed based on Pd, Cu, Rh, Fe Au, can be followed same pot by enzymatic reductions mediated alcohol dehydrogenases. Most noteworthy is finding nanomicelles present water appear function not only as medium for both chemo- bio-catalysis, but reservoir substrates, catalysts, decreasing noncompetitive enzyme inhibition.

Language: Английский

Citations

204

The E factor at 30: a passion for pollution prevention DOI Creative Commons
Roger A. Sheldon

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(5), P. 1704 - 1728

Published: Jan. 1, 2023

Publication of the E Factor drew attention to problem waste in chemicals manufacture. Thirty yeas later it is abundantly clear that underlying cause global environmental problems, from climate change plastic pollution.

Language: Английский

Citations

147

Introducing Savie: A Biodegradable Surfactant Enabling Chemo- and Biocatalysis and Related Reactions in Recyclable Water DOI Creative Commons
Joseph R. A. Kincaid, Madison J. Wong, Nnamdi Akporji

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(7), P. 4266 - 4278

Published: Feb. 8, 2023

Savie is a biodegradable surfactant derived from vitamin E and polysarcosine (PSar) developed for use in organic synthesis recyclable water. This includes homogeneous catalysis (including examples employing only ppm levels of catalyst), heterogeneous catalysis, biocatalytic transformations, including multistep chemoenzymatic sequence. Use frequently leads to significantly higher yields than do conventional surfactants, while obviating the need waste-generating solvents.

Language: Английский

Citations

54

Towards a sustainable tomorrow: advancing green practices in organic chemistry DOI
Sudripet Sharma, Fabrice Gallou, Sachin Handa

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(11), P. 6289 - 6317

Published: Jan. 1, 2024

Chemistry in water, leveraging its solvent properties, provides a safer and more sustainable alternative to traditional organic methods.

Language: Английский

Citations

18

The greening of solvents: Towards sustainable organic synthesis DOI
Roger A. Sheldon

Current Opinion in Green and Sustainable Chemistry, Journal Year: 2018, Volume and Issue: 18, P. 13 - 19

Published: Nov. 28, 2018

Language: Английский

Citations

117

Recent advances on micellar catalysis in water DOI
Tao Shen, Shaodong Zhou, Jiancheng Ruan

et al.

Advances in Colloid and Interface Science, Journal Year: 2020, Volume and Issue: 287, P. 102299 - 102299

Published: Oct. 26, 2020

Language: Английский

Citations

105

P450 Monooxygenases Enable Rapid Late‐Stage Diversification of Natural Products via C−H Bond Activation DOI Creative Commons
Nico D. Fessner

ChemCatChem, Journal Year: 2019, Volume and Issue: 11(9), P. 2226 - 2242

Published: Jan. 24, 2019

The biological potency of natural products has been exploited for decades. Their inherent structural complexity and diversity might hold the key to efficiently address urgent need development novel pharmaceuticals. At same time, it is that very complexity, which impedes necessary chemical modifications such as diversification, improve effectiveness drug. For this purpose, Cytochrome P450 enzymes, possess unique abilities activate inert sp

Language: Английский

Citations

91