Publication: High diastereoselectivity induced by intermolecular hydrogen bonding in [3+2] cycloaddition reaction: experimental and computational mechanistic approaches
dc.contributor.author | Kaya, Yunus | |
dc.contributor.buuauthor | Yıldırım, Ayhan | |
dc.contributor.department | Fen Edebiyat Fakültesi | |
dc.contributor.department | Kimya Bölümü | |
dc.contributor.orcid | 0000-0002-2328-9754 | |
dc.contributor.researcherid | W-8924-2019 | |
dc.contributor.scopusid | 23101773900 | |
dc.date.accessioned | 2023-09-05T05:53:24Z | |
dc.date.available | 2023-09-05T05:53:24Z | |
dc.date.issued | 2017-06-01 | |
dc.description.abstract | A diastereoselective [3 + 2] cycloaddition of N-aryl substituted maleimides with N, a-diphenyl nitrone possessing 11-hydroxyundecyloxy as a flexible substituent was performed. Experimental and comprehensive mechanistic density functional theory studies reveals that intermolecular H-bonding and steric repulsive interaction predominate exo-Z and exo-E cycloaddition transition states, respectively. The reaction proceeded smoothly depending on the reactants and gave a good yield of (syn) cis-isoxazolidine or (anti) trans-isoxazolidine as a single diastereomer. | |
dc.identifier.citation | Yıldırım, A. ve Kaya, Y. (2017). ''High diastereoselectivity induced by intermolecular hydrogen bonding in [3+2] cycloaddition reaction: experimental and computational mechanistic approaches''. Journal of Physical Organic Chemistry, 30(6). | |
dc.identifier.issn | 0894-3230 | |
dc.identifier.issn | 1099-1395 | |
dc.identifier.issue | 6 | |
dc.identifier.scopus | 2-s2.0-85019198551 | |
dc.identifier.uri | https://doi.org/10.1002/poc.3629 | |
dc.identifier.uri | https://onlinelibrary.wiley.com/doi/10.1002/poc.3629 | |
dc.identifier.uri | http://hdl.handle.net/11452/33740 | |
dc.identifier.volume | 30 | |
dc.identifier.wos | 000404448200001 | |
dc.indexed.wos | SCIE | |
dc.language.iso | en | |
dc.publisher | Wiley | |
dc.relation.collaboration | Yurt içi | |
dc.relation.journal | Journal of Physical Organic Chemistry | |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi | |
dc.rights | info:eu-repo/semantics/closedAccess | |
dc.subject | Chemistry | |
dc.subject | DFT | |
dc.subject | Diastereoselective synthesis | |
dc.subject | H-bonding | |
dc.subject | Maleimide | |
dc.subject | Nitrone | |
dc.subject | Transition states | |
dc.subject | Diels-alder reactions | |
dc.subject | 1,3-dipolar cycloaddition | |
dc.subject | Nitrone-cycloaddition | |
dc.subject | Dft | |
dc.subject | Complexes | |
dc.subject | (Z)-c,n-diphenylnitrone | |
dc.subject | Stereochemistry | |
dc.subject | Acids | |
dc.subject | Chemical bonds | |
dc.subject | Computation theory | |
dc.subject | Stereoselectivity | |
dc.subject | Cycloaddition | |
dc.subject | Density functional theory | |
dc.subject | Diastereoselective synthesis | |
dc.subject | H-bonding | |
dc.subject | Maleimides | |
dc.subject | Nitrones | |
dc.subject | Transition state | |
dc.subject | Hydrogen bonds | |
dc.subject.scopus | Nitrones; Cycloaddition Reactions; Isoxazole Derivative | |
dc.subject.wos | Chemistry, organic | |
dc.subject.wos | Chemistry, physical | |
dc.title | High diastereoselectivity induced by intermolecular hydrogen bonding in [3+2] cycloaddition reaction: experimental and computational mechanistic approaches | |
dc.type | Article | |
dc.wos.quartile | Q3 | |
dspace.entity.type | Publication | |
local.contributor.department | Fen Edebiyat Fakültesi/Kimya Bölümü | |
local.indexed.at | Scopus | |
local.indexed.at | WOS |
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