{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Singh MK"],"funding":["Division of Chemistry","NIMHD NIH HHS","National Institute on Minority Health and Health Disparities"],"pagination":["1921-1928"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4993530"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["6(3)"],"pubmed_abstract":["C(sp<sup>3</sup>)-N bond-forming reactions between benzotriazole and 5,6-dimethylbenzotriazole with <i>N</i>-methylpyrrolidinone, tetrahydrofuran, tetrahydropyran, diethyl ether, 1,4-dioxane, and isochroman have been conducted using RuCl<sub>3</sub>•3H<sub>2</sub>O/<i>t</i>-BuOOH in 1,2-dichloroethane. In all cases, <i>N</i>1 and <i>N</i>2 alkylation products were obtained, and these are readily separated by chromatography. One of these products, 1-(isochroman-1-yl)-5,6-dimethyl-1<i>H</i>-benzotriazole, was examined by X-ray crystallography. It is the first such compound to be analyzed by this method, and notably, the benzotriazolyl moiety is quasi-axially disposed, consistent with the anomeric effect. This has plausible consequences, not observed previously. In contrast to other hemiamina"],"journal":["ACS catalysis"],"pubmed_title":["Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion."],"pmcid":["PMC4993530"],"funding_grant_id":["G12MD007603","CHE-1265687","G12 MD007603"],"pubmed_authors":["Lakshman MK","Singh MK","Satishkumar S","Akula HK","Stahl L"],"additional_accession":[]},"is_claimable":false,"name":"Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion.","description":"C(sp<sup>3</sup>)-N bond-forming reactions between benzotriazole and 5,6-dimethylbenzotriazole with <i>N</i>-methylpyrrolidinone, tetrahydrofuran, tetrahydropyran, diethyl ether, 1,4-dioxane, and isochroman have been conducted using RuCl<sub>3</sub>•3H<sub>2</sub>O/<i>t</i>-BuOOH in 1,2-dichloroethane. In all cases, <i>N</i>1 and <i>N</i>2 alkylation products were obtained, and these are readily separated by chromatography. One of these products, 1-(isochroman-1-yl)-5,6-dimethyl-1<i>H</i>-benzotriazole, was examined by X-ray crystallography. It is the first such compound to be analyzed by this method, and notably, the benzotriazolyl moiety is quasi-axially disposed, consistent with the anomeric effect. This has plausible consequences, not observed previously. In contrast to other hemiamina","dates":{"release":"2016-01-01T00:00:00Z","publication":"2016 Mar","modification":"2025-04-18T18:09:56.174Z","creation":"2019-03-27T02:21:13Z"},"accession":"S-EPMC4993530","cross_references":{"pubmed":["27563492"],"doi":["10.1021/acscatal.5b02603"]}}