Dual-catalytic structural isomerisation as a route to α-arylated ketones

Dual-catalytic structural isomerisation as a route to α-arylated ketones | Research Square window.SnipcartSettings = { analytics: { enabled: false } }; (function() { var accessVector = localStorage.getItem('access_vector') || ''; window.dataLayer = window.dataLayer || []; if (accessVector) { window.dataLayer.push({ user: { profile: { profileInfo: { snid: accessVector } } } }); } })(); (function(w,d,s,l,i){w[l]=w[l]||[];w[l].push({'gtm.start':new Date().getTime(),event:'gtm.js'});var f=d.getElementsByTagName(s)[0],j=d.createElement(s),dl=l!='dataLayer'?'&l='+l:'';j.async=true;j.src='https://www.googletagmanager.com/gtm.js?id='+i+dl;f.parentNode.insertBefore(j,f);})(window,document,'script','dataLayer','GTM-K279D39R'); Browse Preprints In Review Journals COVID-19 Preprints AJE Video Bytes Research Tools Research Promotion AJE Professional Editing AJE Rubriq About Preprint Platform In Review Editorial Policies Our Team Advisory Board Help Center Sign In Submit a Preprint Cite Share Download PDF Article Dual-catalytic structural isomerisation as a route to α-arylated ketones Christopher Teskey, Danijela Lunic, Nikita Vystavkin This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-3888384/v1 This work is licensed under a CC BY 4.0 License Status: Posted Version 1 posted You are reading this latest preprint version Abstract Isomerisation reactions provide streamlined routes to organic compounds which are otherwise hard to directly synthesise. The most common forms are positional, geometrical or stereochemical isomerisations which involve the relocation of a double bond or a change in relative location of groups in space. In contrast, far fewer examples of structural (or constitutional) isomerisation exist where the connectivity between atoms is altered. The development of platforms capable of such rearrangement poses a unique set of challenges because chemical bonds must be selectively cleaved, and new ones formed without overall addition or removal of atoms. Here, we show that a dual catalytic system can enable the structural isomerisation of readily available allylic alcohols into more challenging-to-synthesise α-arylated ketones. Key to our strategy is the combination of a cobalt catalyst and photocatalyst under reductive, protic conditions which allows intermediates to propagate catalytic turnover. By providing an unusual disconnection to structural motifs which are difficult to access through direct arylation, we anticipate inspiring other advanced catalytic isomerisation strategies that will further retrosynthetic logic for complex molecule synthesis. Physical sciences/Chemistry/Organic chemistry/Synthetic chemistry methodology Physical sciences/Chemistry/Catalysis/Homogeneous catalysis Physical sciences/Chemistry/Catalysis/Photocatalysis Full Text Additional Declarations There is NO Competing Interest. Supplementary Files Supplementaryinformation.pdf Cite Share Download PDF Status: Posted Version 1 posted You are reading this latest preprint version Research Square lets you share your work early, gain feedback from the community, and start making changes to your manuscript prior to peer review in a journal. As a division of Research Square Company, we’re committed to making research communication faster, fairer, and more useful. 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Also discoverable on Platform About Our Team In Review Editorial Policies Advisory Board Help Center Resources Author Services Accessibility API Access RSS feed Manage Cookie Preferences © Research Square 2026 | ISSN 2693-5015 (online) Privacy Policy Terms of Service Do Not Sell My Personal Information {"props":{"pageProps":{"initialData":{"identity":"rs-3888384","acceptedTermsAndConditions":true,"allowDirectSubmit":true,"archivedVersions":[],"articleType":"Article","associatedPublications":[],"authors":[{"id":270477582,"identity":"81e8a547-00e1-4e78-8282-d2431813ff1c","order_by":0,"name":"Christopher Teskey","email":"data:image/png;base64,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","orcid":"https://orcid.org/0000-0003-0776-5674","institution":"Technische Universität Braunschweig","correspondingAuthor":true,"prefix":"","firstName":"Christopher","middleName":"","lastName":"Teskey","suffix":""},{"id":270477583,"identity":"e4d51e13-44c8-41f1-9dee-8f94df519df2","order_by":1,"name":"Danijela Lunic","email":"","orcid":"","institution":"RWTH Aachen University","correspondingAuthor":false,"prefix":"","firstName":"Danijela","middleName":"","lastName":"Lunic","suffix":""},{"id":270477584,"identity":"5c26cc8f-0966-424a-ac5c-96dfbf3abaf3","order_by":2,"name":"Nikita Vystavkin","email":"","orcid":"","institution":"RWTH Aachen University","correspondingAuthor":false,"prefix":"","firstName":"Nikita","middleName":"","lastName":"Vystavkin","suffix":""}],"badges":[],"createdAt":"2024-01-22 15:46:18","currentVersionCode":1,"declarations":"","doi":"10.21203/rs.3.rs-3888384/v1","doiUrl":"https://doi.org/10.21203/rs.3.rs-3888384/v1","draftVersion":[],"editorialEvents":[],"editorialNote":"","failedWorkflow":false,"files":[{"id":53110704,"identity":"451a6ce8-3331-4014-a6ba-e5027b593af8","added_by":"auto","created_at":"2024-03-20 17:33:26","extension":"pdf","order_by":1,"title":"","display":"","copyAsset":false,"role":"manuscript-pdf","size":852485,"visible":true,"origin":"","legend":"","description":"","filename":"Isomerisationmanuscript.pdf","url":"https://assets-eu.researchsquare.com/files/rs-3888384/v1_covered_9806a437-37a0-4ef1-9200-13b33b80fecd.pdf"},{"id":51030385,"identity":"4c78e5ff-5034-4906-a8ed-3daf7b6b05a7","added_by":"auto","created_at":"2024-02-13 02:15:21","extension":"pdf","order_by":1,"title":"","display":"","copyAsset":false,"role":"supplement","size":11158682,"visible":true,"origin":"","legend":"","description":"","filename":"Supplementaryinformation.pdf","url":"https://assets-eu.researchsquare.com/files/rs-3888384/v1/dc4d9c4105424f5610a7ad4a.pdf"}],"financialInterests":"There is \u003cb\u003eNO\u003c/b\u003e Competing Interest.","formattedTitle":"Dual-catalytic structural isomerisation as a route to \r\nα-arylated ketones","fulltext":[],"fulltextSource":"","fullText":"","funders":[],"hasAdminPriorityOnWorkflow":false,"hasManuscriptDocX":false,"hasOptedInToPreprint":true,"hasPassedJournalQc":"","hasAnyPriority":true,"hideJournal":true,"highlight":"","institution":"","isAcceptedByJournal":false,"isAuthorSuppliedPdf":true,"isDeskRejected":"","isHiddenFromSearch":false,"isInQc":false,"isInWorkflow":false,"isPdf":true,"isPdfUpToDate":true,"isWithdrawnOrRetracted":false,"journal":{"display":true,"email":"[email protected]","identity":"researchsquare","isNatureJournal":false,"hasQc":true,"allowDirectSubmit":true,"externalIdentity":"","sideBox":"","snPcode":"","submissionUrl":"/submission","title":"Research Square","twitterHandle":"researchsquare","acdcEnabled":true,"dfaEnabled":false,"editorialSystem":"","reportingPortfolio":"","inReviewEnabled":false,"inReviewRevisionsEnabled":true},"keywords":"","lastPublishedDoi":"10.21203/rs.3.rs-3888384/v1","lastPublishedDoiUrl":"https://doi.org/10.21203/rs.3.rs-3888384/v1","license":{"name":"CC BY 4.0","url":"https://creativecommons.org/licenses/by/4.0/"},"manuscriptAbstract":"Isomerisation reactions provide streamlined routes to organic compounds which are otherwise hard to directly synthesise. 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