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Pregled bibliografske jedinice broj: 639942

Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene

Margetić, Davor; Butler, Douglas N.; Warrener, Ronald N.
Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene // Synlett, 24 (2013), 19; 2609-2613 doi:10.1055/s-0033-1339879 (međunarodna recenzija, članak, znanstveni)

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Naslov
Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene

Autori
Margetić, Davor ; Butler, Douglas N. ; Warrener, Ronald N.

Izvornik
Synlett (0936-5214) 24 (2013), 19; 2609-2613

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

Ključne riječi
pyrolysis; cycloadditions; norbornenes; benzoxepine

Sažetak
Norbornadiene cycloadducts have been reacted with 3, 6-di(2-pyridyl)-s-tetrazine to produce pyridazines 14, 16, 18 (diene protected alkenes), following dehydrogenation (DDQ) of the intermediate dihydropyridazines. The title 3, 6-di(2-pyridyl)-pyridazinonorbornadiene 3 was produced under flash vacuum pyrolysis conditions by ejection of anthracene from 14 (590 oC), isobenzofuran 16 (630 oC) or isoindole 18 (580 oC) establishing isoindole > anthracene > isobenzofuran dienofugacity order. Calculations of the respective retro Diels-alder activation energies at the B3LYP/6-31G* level of theory correctly predicted the experimentally found isobenzofuran> anthracene>isoindole order. Cavity bis-3, 6-di(2-pyridyl)-pyridazine (dppn) and chevron-shaped bis-dppn ligands were prepared from 3 by coupling at the norbornene pi-bond.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA

Projekti:
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.thieme-connect.com

Citiraj ovu publikaciju:

Margetić, Davor; Butler, Douglas N.; Warrener, Ronald N.
Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene // Synlett, 24 (2013), 19; 2609-2613 doi:10.1055/s-0033-1339879 (međunarodna recenzija, članak, znanstveni)
Margetić, D., Butler, D. & Warrener, R. (2013) Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene. Synlett, 24 (19), 2609-2613 doi:10.1055/s-0033-1339879.
@article{article, author = {Margeti\'{c}, Davor and Butler, Douglas N. and Warrener, Ronald N.}, year = {2013}, pages = {2609-2613}, DOI = {10.1055/s-0033-1339879}, keywords = {pyrolysis, cycloadditions, norbornenes, benzoxepine}, journal = {Synlett}, doi = {10.1055/s-0033-1339879}, volume = {24}, number = {19}, issn = {0936-5214}, title = {Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene}, keyword = {pyrolysis, cycloadditions, norbornenes, benzoxepine} }
@article{article, author = {Margeti\'{c}, Davor and Butler, Douglas N. and Warrener, Ronald N.}, year = {2013}, pages = {2609-2613}, DOI = {10.1055/s-0033-1339879}, keywords = {pyrolysis, cycloadditions, norbornenes, benzoxepine}, journal = {Synlett}, doi = {10.1055/s-0033-1339879}, volume = {24}, number = {19}, issn = {0936-5214}, title = {Transfer Reagents IV : Retro Diels-Alder Routes to 3, 6-di(2-pyridyl)pyridazino norbornadiene, a Test Bed for the Relative Dienofugacity of Isobenzofurans, Isoindole and Anthracene}, keyword = {pyrolysis, cycloadditions, norbornenes, benzoxepine} }

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

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