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Pregled bibliografske jedinice broj: 575395

A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step

Margetić, Davor; Warrener, Ronald N.; Butler, Douglas N.; Jin, Chuan-Ming
A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step // Tetrahedron, 68 (2012), 16; 3306-3318 doi:10.1016/j.tet.2012.02.073 (međunarodna recenzija, članak, znanstveni)

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Naslov
A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step

Autori
Margetić, Davor ; Warrener, Ronald N. ; Butler, Douglas N. ; Jin, Chuan-Ming

Izvornik
Tetrahedron (0040-4020) 68 (2012), 16; 3306-3318

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
reaction mechanism ; pericyclic reactions ; reactive intermediates

Sažetak
Unprecedented thermal isomerisation of the strained D2-1, 2, 3-triazolines led to the formation of products possessing a novel 1, 2, 7-triaza-[3.3.0]octa-2-ene ring system incorporated in a norbornane framework. Experimental evidence and quantum chemical calculations have been used to support a postulated reaction mechanism involving as the first step, a rare example of intramolecular 1, 3-dipolar cycloreversion. Subsequently, several steps involving 1, 3-dipolar ring closure, hydrogen shifts and an intramolecular addition are postulated leading to the observed product of this deep-seated isomerisation. The influence of changing substituents on the product outcome of this novel reaction cascade was also studied.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Projekti:
098-0982933-2920 - Organski i bioorganski procesi u osnovnom i elektronski pobuđenim stanjima (Maksić, Mirjana, MZOS ) ( CroRIS)
098-0982933-3218 - Host-guest međudjelovanja u policikličkim sustavima (Margetić, Davor, MZOS ) ( CroRIS)

Ustanove:
Institut "Ruđer Bošković", Zagreb

Profili:

Avatar Url Davor Margetić (autor)

Poveznice na cjeloviti tekst rada:

doi www.sciencedirect.com dx.doi.org

Citiraj ovu publikaciju:

Margetić, Davor; Warrener, Ronald N.; Butler, Douglas N.; Jin, Chuan-Ming
A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step // Tetrahedron, 68 (2012), 16; 3306-3318 doi:10.1016/j.tet.2012.02.073 (međunarodna recenzija, članak, znanstveni)
Margetić, D., Warrener, R., Butler, D. & Jin, C. (2012) A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step. Tetrahedron, 68 (16), 3306-3318 doi:10.1016/j.tet.2012.02.073.
@article{article, author = {Margeti\'{c}, Davor and Warrener, Ronald N. and Butler, Douglas N. and Jin, Chuan-Ming}, year = {2012}, pages = {3306-3318}, DOI = {10.1016/j.tet.2012.02.073}, keywords = {reaction mechanism, pericyclic reactions, reactive intermediates}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2012.02.073}, volume = {68}, number = {16}, issn = {0040-4020}, title = {A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step}, keyword = {reaction mechanism, pericyclic reactions, reactive intermediates} }
@article{article, author = {Margeti\'{c}, Davor and Warrener, Ronald N. and Butler, Douglas N. and Jin, Chuan-Ming}, year = {2012}, pages = {3306-3318}, DOI = {10.1016/j.tet.2012.02.073}, keywords = {reaction mechanism, pericyclic reactions, reactive intermediates}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2012.02.073}, volume = {68}, number = {16}, issn = {0040-4020}, title = {A cascade thermal isomerisation of cyclobutane di-(carbomethoxy) D2-1, 2, 3-triazolines with intramolecular 1, 3-dipolar cycloreversion as the key step}, keyword = {reaction mechanism, pericyclic reactions, reactive intermediates} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE

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