Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones
Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone
2002
Autori
Božić, Tatjana T.Sladić, Dušan
Zlatović, Mario
Novaković, Irena T.
Trifunović, Snežana S.
Gasic, MJ
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The regioselectivity of the reaction of conjugate addition of thiols, amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl-1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones.
Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona.
Ključne reči:
quinone / avarone / avarone / conjugate addition / conjugate addition / regioselectivity / regioselectivityIzvor:
Journal of the Serbian Chemical Society, 2002, 67, 8-9, 547-551Izdavač:
- Serbian Chemical Soc, Belgrade
DOI: 10.2298/JSC0209547B
ISSN: 0352-5139
WoS: 000178039500001
Scopus: 2-s2.0-0036378018
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Božić, Tatjana T. AU - Sladić, Dušan AU - Zlatović, Mario AU - Novaković, Irena T. AU - Trifunović, Snežana S. AU - Gasic, MJ PY - 2002 UR - https://cherry.chem.bg.ac.rs/handle/123456789/506 AB - The regioselectivity of the reaction of conjugate addition of thiols, amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl-1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones. AB - Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona. PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones T1 - Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone VL - 67 IS - 8-9 SP - 547 EP - 551 DO - 10.2298/JSC0209547B ER -
@article{ author = "Božić, Tatjana T. and Sladić, Dušan and Zlatović, Mario and Novaković, Irena T. and Trifunović, Snežana S. and Gasic, MJ", year = "2002", abstract = "The regioselectivity of the reaction of conjugate addition of thiols, amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl-1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones., Proučavana je regioselektivnost konjugovane adicije tiola, amina, metanola i hlorovodonika na monoalkil-1,4-benzohinone avaron i 2-tert-butil-1,4-benzohinon. Pokazano je da na regioselektivnost reakcije utiču elektrofilnost položaja 5 neprotonovanih 2-alkil-hinona i povećana elektrofilnost položaja 6 u kiseloj sredini, kao i kiselost intermedijernih hidrohinona.", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones, Regioselektivnost konjugovane adicijena monoalkil-1,4-benzohinone", volume = "67", number = "8-9", pages = "547-551", doi = "10.2298/JSC0209547B" }
Božić, T. T., Sladić, D., Zlatović, M., Novaković, I. T., Trifunović, S. S.,& Gasic, M.. (2002). Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 67(8-9), 547-551. https://doi.org/10.2298/JSC0209547B
Božić TT, Sladić D, Zlatović M, Novaković IT, Trifunović SS, Gasic M. Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones. in Journal of the Serbian Chemical Society. 2002;67(8-9):547-551. doi:10.2298/JSC0209547B .
Božić, Tatjana T., Sladić, Dušan, Zlatović, Mario, Novaković, Irena T., Trifunović, Snežana S., Gasic, MJ, "Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones" in Journal of the Serbian Chemical Society, 67, no. 8-9 (2002):547-551, https://doi.org/10.2298/JSC0209547B . .