{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Bruckner T"],"funding":["European Research Council","Deutsche Forschungsgemeinschaft","Alexander von Humboldt-Stiftung","Coordenação de Aperfeiçoamento de Pessoal de Nível Superior"],"pagination":["e202213284"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10107673"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["62(5)"],"pubmed_abstract":["Carbene-stabilized diborynes of the form LBBL (L=N-heterocyclic carbene (NHC) or cyclic alkyl(amino)carbene (CAAC)) induce rapid, high yielding, intermolecular ortho-C-H borylation at N-heterocycles at room temperature. A simple pyridyldiborene is formed when an NHC-stabilized diboryne is combined with pyridine, while a CAAC-stabilized diboryne leads to activation of two pyridine molecules to give a tricyclic alkylideneborane, which can be forced to undergo a further H-shift resulting in a zwitterionic, doubly benzo-fused 1,3,2,5-diazadiborinine by heating. Use of the extended N-heteroaromatic quinoline leads to a borylmethyleneborane under mild conditions via an unprecedented boron-carbon exchange process."],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Metal-Free Intermolecular C-H Borylation of N-Heterocycles at B-B Multiple Bonds."],"pmcid":["PMC10107673"],"funding_grant_id":["466754611","669054"],"pubmed_authors":["Ritschel B","Duwe D","Braunschweig H","Fantuzzi F","Dietz M","Markl C","Dewhurst RD","Bruckner T","Jimenez-Halla JOC"],"additional_accession":[]},"is_claimable":false,"name":"Metal-Free Intermolecular C-H Borylation of N-Heterocycles at B-B Multiple Bonds.","description":"Carbene-stabilized diborynes of the form LBBL (L=N-heterocyclic carbene (NHC) or cyclic alkyl(amino)carbene (CAAC)) induce rapid, high yielding, intermolecular ortho-C-H borylation at N-heterocycles at room temperature. A simple pyridyldiborene is formed when an NHC-stabilized diboryne is combined with pyridine, while a CAAC-stabilized diboryne leads to activation of two pyridine molecules to give a tricyclic alkylideneborane, which can be forced to undergo a further H-shift resulting in a zwitterionic, doubly benzo-fused 1,3,2,5-diazadiborinine by heating. Use of the extended N-heteroaromatic quinoline leads to a borylmethyleneborane under mild conditions via an unprecedented boron-carbon exchange process.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Jan","modification":"2025-04-26T05:00:05.347Z","creation":"2025-04-06T11:23:28.393Z"},"accession":"S-EPMC10107673","cross_references":{"pubmed":["36440659"],"doi":["10.1002/anie.202213284"]}}