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Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60
dc.creator | Pavlovic, Radoslav Z. | |
dc.creator | Mitrović, Aleksandra | |
dc.creator | Coldren, William H. | |
dc.creator | Bjelaković, Mira | |
dc.creator | Hadad, Christopher M. | |
dc.creator | Maslak, Veselin R. | |
dc.creator | Milić, Dragana | |
dc.date.accessioned | 2019-01-30T17:58:07Z | |
dc.date.available | 2019-01-30T17:58:07Z | |
dc.date.issued | 2018 | |
dc.identifier.issn | 0022-3263 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/2323 | |
dc.description.abstract | The reactivity of the C-2v-symmetric pentakisadduct of C-60 with azomethine ylides and conjugated dienes was studied experimentally and computationally. This derivative possesses four [6,6] double bonds, each with unique electrophilicity. The Diels-Alder reaction studied is a regiospecific, kinetically and thermodynamically guided [4 + 2] process producing [5:1]-hexaadducts with an octahedral addition pattern. The kinetically controlled Prato reaction gives a mixture of regioisomeric [5:1]-hexaadducts. The synthesis of geometrically well-defined supramolecular architectures may benefit from these new types of highly functionalized [5:1]-hexaadducts. | en |
dc.publisher | American Chemical Society (ACS) | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172002/RS// | |
dc.relation.isreferencedby | https://cer.ihtm.bg.ac.rs/handle/123456789/4504 | |
dc.rights | restrictedAccess | |
dc.source | Journal of Organic Chemistry | |
dc.title | Cycloaddition Reactions of Azomethine Ylides and 1,3-Dienes on the C-2v-Symmetrical Pentakisadduct of C-60 | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Хадад, Цхристопхер М.; Павловиц, Радослав З.; Цолдрен, Wиллиам Х.; Маслак, Веселин Р.; Бјелаковић, Мира; Милиц, Драгана Р.; Митровиц, Aлександра; | |
dc.citation.volume | 83 | |
dc.citation.issue | 4 | |
dc.citation.spage | 2166 | |
dc.citation.epage | 2172 | |
dc.citation.other | 83(4): 2166-2172 | |
dc.citation.rank | M21 | |
dc.description.other | Supporting information: [https://cer.ihtm.bg.ac.rs/handle/123456789/4504] | |
dc.identifier.pmid | 29359560 | |
dc.identifier.doi | 10.1021/acs.joc.7b03083 | |
dc.identifier.scopus | 2-s2.0-85042184414 | |
dc.identifier.wos | 000427094200049 | |
dc.type.version | publishedVersion |