{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Quan Y"],"funding":["Research Grants Council, University Grants Committee, Hong Kong"],"pagination":["5838-5845"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6024241"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["7(9)"],"pubmed_abstract":["Pd-catalyzed carboxylic acid guided regioselective alkynylation of cage B(4)-H bonds in <i>o</i>-carboranes has been achieved for the first time using two different catalytic systems. In the presence of 5 mol% Pd(OAc)<sub>2</sub> and 3 equiv. of AgOAc, the reaction of 1-COOH-2-R<sup>1</sup>-C<sub>2</sub>B<sub>10</sub>H<sub>10</sub> with R<sub>3</sub>SiC[triple bond, length as m-dash]CBr in ClCH<sub>2</sub>CH<sub>2</sub>Cl gives 4-(R<sub>3</sub>SiC[triple bond, length as m-dash]C)-2-R<sup>1</sup>-<i>o</i>-C<sub>2</sub>B<sub>10</sub>H<sub>10</sub> in moderate to high yields. This reaction is compatible with alkynes possessing sterically bulky silyl groups such as <sup>i</sup>Pr<sub>3</sub>Si or <sup><i>t</i></sup> BuMe<sub>2</sub>Si. Meanwhile, another catalytic system of Pd(OAc)<sub>2</sub>"],"journal":["Chemical science"],"pubmed_title":["Palladium catalyzed regioselective B-C(sp) coupling <i>via</i> direct cage B-H activation: synthesis of B(4)-alkynylated <i>o</i>-carboranes."],"pmcid":["PMC6024241"],"funding_grant_id":["CUHK7/CRF/12G and 14304115"],"pubmed_authors":["Xie Z","Tang C","Quan Y"],"additional_accession":[]},"is_claimable":false,"name":"Palladium catalyzed regioselective B-C(sp) coupling <i>via</i> direct cage B-H activation: synthesis of B(4)-alkynylated <i>o</i>-carboranes.","description":"Pd-catalyzed carboxylic acid guided regioselective alkynylation of cage B(4)-H bonds in <i>o</i>-carboranes has been achieved for the first time using two different catalytic systems. In the presence of 5 mol% Pd(OAc)<sub>2</sub> and 3 equiv. of AgOAc, the reaction of 1-COOH-2-R<sup>1</sup>-C<sub>2</sub>B<sub>10</sub>H<sub>10</sub> with R<sub>3</sub>SiC[triple bond, length as m-dash]CBr in ClCH<sub>2</sub>CH<sub>2</sub>Cl gives 4-(R<sub>3</sub>SiC[triple bond, length as m-dash]C)-2-R<sup>1</sup>-<i>o</i>-C<sub>2</sub>B<sub>10</sub>H<sub>10</sub> in moderate to high yields. This reaction is compatible with alkynes possessing sterically bulky silyl groups such as <sup>i</sup>Pr<sub>3</sub>Si or <sup><i>t</i></sup> BuMe<sub>2</sub>Si. Meanwhile, another catalytic system of Pd(OAc)<sub>2</sub>","dates":{"release":"2016-01-01T00:00:00Z","publication":"2016 Sep","modification":"2025-04-25T21:13:40.595Z","creation":"2019-03-26T23:47:32Z"},"accession":"S-EPMC6024241","cross_references":{"pubmed":["30034724"],"doi":["10.1039/c6sc00901h"]}}