Metal-free stereoretentive click coupling of chiral metallocenes in water

Metal-free stereoretentive click coupling of chiral metallocenes in water | 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 Metal-free stereoretentive click coupling of chiral metallocenes in water Teck-Peng Loh, Peng Chen, Chao Yang, Minnan Huang, Lei Wang, Xuefei Zhao, and 1 more This is a preprint; it has not been peer reviewed by a journal. https://doi.org/ 10.21203/rs.3.rs-9050577/v1 This work is licensed under a CC BY 4.0 License Status: Under Review Version 1 posted You are reading this latest preprint version Abstract Click chemistry has revolutionised molecular construction by enabling rapid, modular, and reliable bond formation. Here, we reported a stereoretentive strategy of frustrated triaryl carbenium ion pair-catalysed click reactions in water of chiral metallocene alcohols coupling with diverse nucleophiles via an SN1-type dehydrative pathway, enabling the formation of C–S, C–O, C–Se, C–N, C–C, and C–P bonds in minutes with exceptional chirality retention under mild, aqueous conditions. Integrated experimental and density functional theory calculations revealed that the rigid sandwich architecture of the metallocene framework stabilised the ion-pair intermediate through non-directional dispersion interactions, restricting carbocation conformational flexibility and suppressing backside nucleophilic attack. This strategy provided a general and efficient platform for the stereospecific incorporation of chiral metallocene motifs into functional molecules, including amino acids, peptides, and proteins. Physical sciences/Chemistry/Organic chemistry/Stereochemistry Physical sciences/Chemistry/Green chemistry/Sustainability Full Text Additional Declarations There is NO Competing Interest. Supplementary Files SupplementaryInformation.pdf Supplementary Information Cite Share Download PDF Status: Under Review 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. We do this by developing innovative software and high quality services for the global research community. Our growing team is made up of researchers and industry professionals working together to solve the most critical problems facing scientific publishing. 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-9050577","acceptedTermsAndConditions":true,"allowDirectSubmit":false,"archivedVersions":[],"articleType":"Article","associatedPublications":[],"authors":[{"id":619437063,"identity":"4c2094f6-f6c0-49d3-8601-1bf6278b79ce","order_by":0,"name":"Teck-Peng 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