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Pregled bibliografske jedinice broj: 637744

Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: Cycloaddition reaction of the Diacid Chloride of 3, 10-hexacyclo[10.2.1.15, 8.02, 11.03, 10.04, 9] hexadeca-6, 13-diene-3, 10-dicarboxylic acid with quadricyclane


Margetić, Davor; Briš, Anamarija; Butler, Douglas N.; Warrener, Ronald N.
Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: Cycloaddition reaction of the Diacid Chloride of 3, 10-hexacyclo[10.2.1.15, 8.02, 11.03, 10.04, 9] hexadeca-6, 13-diene-3, 10-dicarboxylic acid with quadricyclane // Tetrahedron, 69 (2013), 35; 7403-7407 doi:10.1016/j.tet.2013.06.057 (međunarodna recenzija, članak, znanstveni)


Naslov
Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: Cycloaddition reaction of the Diacid Chloride of 3, 10-hexacyclo[10.2.1.15, 8.02, 11.03, 10.04, 9] hexadeca-6, 13-diene-3, 10-dicarboxylic acid with quadricyclane

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

Izvornik
Tetrahedron (0040-4020) 69 (2013), 35; 7403-7407

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

Ključne riječi
Polynorbornanes; acid chloride; polycycles; guadricyclane; DFT calculations

Sažetak
Conversion of the ester substituents on the cyclobutene p-bond of dimethyl tricyclo[4.2.1.02, 5]nona-3, 7-diene-3, 4-dicarboxylate to the corresponding acid chloride increases the cycloaddition reactivity toward quadricyclane so dramatically that the reaction temperature can be dropped from 180 C (preparation of title 3, 10-diester) to room temperature (preparation of the title 3, 10-diacid chloride). The cycloadduct product, an acid chloride of the title ring system, is extremely docile and can be recrystallized unchanged from hot methanol.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982933-3218 - 'Host-guest' međudjelovanja u policikličkim sustavima (Davor Margetić, )

Ustanove
Institut "Ruđer Bošković", Zagreb

Citiraj ovu publikaciju

Margetić, Davor; Briš, Anamarija; Butler, Douglas N.; Warrener, Ronald N.
Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: Cycloaddition reaction of the Diacid Chloride of 3, 10-hexacyclo[10.2.1.15, 8.02, 11.03, 10.04, 9] hexadeca-6, 13-diene-3, 10-dicarboxylic acid with quadricyclane // Tetrahedron, 69 (2013), 35; 7403-7407 doi:10.1016/j.tet.2013.06.057 (međunarodna recenzija, članak, znanstveni)
Margetić, D., Briš, A., Butler, D. & Warrener, R. (2013) Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: Cycloaddition reaction of the Diacid Chloride of 3, 10-hexacyclo[10.2.1.15, 8.02, 11.03, 10.04, 9] hexadeca-6, 13-diene-3, 10-dicarboxylic acid with quadricyclane. Tetrahedron, 69 (35), 7403-7407 doi:10.1016/j.tet.2013.06.057.
@article{article, year = {2013}, pages = {7403-7407}, DOI = {10.1016/j.tet.2013.06.057}, keywords = {polynorbornanes, acid chloride, polycycles, guadricyclane, DFT calculations}, journal = {Tetrahedron}, doi = {10.1016/j.tet.2013.06.057}, volume = {69}, number = {35}, issn = {0040-4020}, title = {Reactivity increase of dienophiles by change of the ester substituents into the acid chlorides: Cycloaddition reaction of the Diacid Chloride of 3, 10-hexacyclo[10.2.1.15, 8.02, 11.03, 10.04, 9] hexadeca-6, 13-diene-3, 10-dicarboxylic acid with quadricyclane}, keyword = {polynorbornanes, acid chloride, polycycles, guadricyclane, DFT calculations} }

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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