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dc.contributor.authorAouf, Zineb
dc.contributor.authorBoughaba, Sara
dc.contributor.authorLakrout, Salah
dc.contributor.authorBechiri, Ouahiba
dc.contributor.authorAouf, Nour-Eddine
dc.date.accessioned2020-12-30T08:53:32Z-
dc.date.available2020-12-30T08:53:32Z-
dc.date.created2020-01-24
dc.date.issued2020-01-24
dc.identifier.citationA Methodology Study of Hydrophosphonylation of Aldehydes Derivatives with H6P2W18O62·14H2O as a Catalyst / Zineb Aouf, Sara Boughaba, Salah Lakrout, Ouahiba Bechiri, Nour-Eddine Aouf // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 14. — No 2. — P. 154–160.
dc.identifier.urihttps://ena.lpnu.ua/handle/ntb/55795-
dc.description.abstractРозроблено каталітичний процес гідрофонфонілювання альдегідів загальної формули H6P2W18O62·14H2O. Для отримання α-гідроксифосфонатів різні альдегіди піддавали взаємодії з діетилфосфітом у присутності 1 % гетерополікислоти як каталізатора. Синтезовані сполуки охарактеризовані за допомогою ІЧ-спектроскопії та методів 1Н ЯМР, 13С ЯМР і 31P ЯМР. Показано, що головною перевагою розробленого процессу є прості та м‘які умови синтезу, незначний час реакції, відсутність розчинників, доступність та можливість відновлення каталізатора.
dc.description.abstractA catalytic process for hydrophosphonylation of aldehydes with H6P2W18O62·14H2O has been developed in this paper. Various aldehydes were reacted with diethylphosphite in the presence of 1 % of heteropolyacids (HPAs) as a catalyst to generate the α-hydroxyphosphonates. All the synthesized compounds were sys tematically characterized by IR, 1H NMR, 13C NMR, and 31P NMR. Simple and mild method, short reaction time, solvent-free conditions, availability and reusability of the catalyst are the main advantages of this procedure
dc.format.extent154-160
dc.language.isoen
dc.publisherВидавництво Львівської політехніки
dc.publisherLviv Politechnic Publishing House
dc.relation.ispartofChemistry & Chemical Technology, 2 (14), 2020
dc.relation.urihttps://doi.org/10.1210/edrv.19.1.0325
dc.relation.urihttps://doi.org/10.1002/ardp.201200192
dc.relation.urihttps://doi.org/10.1016/j.molcatb.2003.12.013
dc.relation.urihttps://doi.org/10.1021/jm980325e
dc.relation.urihttps://doi.org/10.1016/S0040-4020(99)00681-X
dc.relation.urihttps://doi.org/10.1016/S0040-4039(02)02727-2
dc.relation.urihttps://doi.org/10.1055/s-2004-829124
dc.relation.urihttps://doi.org/10.1081/SCC-120030697
dc.relation.urihttps://doi.org/10.1016/S0040-4020(99)00037-X
dc.relation.urihttps://doi.org/10.1021/ja01110a508
dc.relation.urihttps://doi.org/10.1080/10426500008082399
dc.relation.urihttps://doi.org/10.1016/S0040-4039(00)61920-2
dc.relation.urihttps://doi.org/10.1055/s-2007-985595
dc.relation.urihttps://doi.org/10.1021/jo00109a025
dc.relation.urihttps://doi.org/10.1021/ja0651005
dc.relation.urihttps://doi.org/10.1016/S0040-4039(00)84837-6
dc.relation.urihttps://doi.org/10.1016/j.catcom.2008.07.005
dc.relation.urihttps://doi.org/10.1055/s-1982-29888
dc.relation.urihttps://doi.org/10.1002/hc.20649
dc.relation.urihttps://doi.org/10.1039/C0GC00026D
dc.relation.urihttps://doi.org/10.1080/10426500211718
dc.relation.urihttps://doi.org/10.1080/00397919708003324
dc.relation.urihttps://doi.org/10.1080/10426507.2013.843002
dc.relation.urihttps://doi.org/10.1002/hc.20304
dc.relation.urihttps://doi.org/10.1021/jo01076a035
dc.relation.urihttps://doi.org/10.1021/ja062091r
dc.relation.urihttps://doi.org/10.1007/s1116
dc.relation.urihttps://doi.org/10.1039/C5RA03473F
dc.relation.urihttps://doi.org/10.2174/1385272822666180404145804
dc.relation.urihttps://doi.org/10.5012/bkcs.2011.32.9.3343
dc.relation.urihttps://doi.org/10.1016/S02775387(00)84366-1
dc.relation.urihttps://doi.org/10.1039/C3OB40767E
dc.relation.urihttps://doi.org/10.1080/00397911.2010.523492
dc.relation.urihttps://doi.org/10.1002/anie.200704116
dc.relation.urihttps://doi.org/10.1080/10426507.2016.1247085
dc.subjectальдегід
dc.subjectдіетилфосфіт
dc.subjectреакція Пудовика
dc.subjectα-гідроксифосфонат
dc.subjectaldehyde
dc.subjectdiethylphosphite
dc.subjectPudovik reaction
dc.subjectα-hydroxyphosphonate
dc.titleA Methodology Study of Hydrophosphonylation of Aldehydes Derivatives with H6P2W18O62·14H2O as a Catalyst
dc.title.alternativeМетодологія дослідження гідрофосфонілювання альдегідних похідних з H6P2W18O62·14H2O, як відновлювального каталізатора
dc.typeArticle
dc.rights.holder© Національний університет “Львівська політехніка”, 2020
dc.rights.holder© Aouf Z., Boughaba S., Lakrout S., Bechiri O., Aouf N.-E., 2020
dc.contributor.affiliationBadji Mokhtar-Annaba University
dc.format.pages7
dc.identifier.citationenA Methodology Study of Hydrophosphonylation of Aldehydes Derivatives with H6P2W18O62·14H2O as a Catalyst / Zineb Aouf, Sara Boughaba, Salah Lakrout, Ouahiba Bechiri, Nour-Eddine Aouf // Chemistry & Chemical Technology. — Lviv : Lviv Politechnic Publishing House, 2020. — Vol 14. — No 2. — P. 154–160.
dc.identifier.doidoi.org/10.23939/chcht14.02.154
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dc.relation.references[29] Sardarian A., Kaboudin B.: Synth. Commun., 1997, 27, 543. https://doi.org/10.1080/00397919708003324
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dc.relation.references[31] Feng D.,Chen R.,Huang Y., Song H.: Heteroatom. Chem., 2007, 18, 347. https://doi.org/10.1002/hc.20304
dc.relation.references[32] Kharasch M., Mosher R., Bengelsdorf I.:J. Org. Chem., 1960, 25, 1000. https://doi.org/10.1021/jo01076a035
dc.relation.references[33] Samanta S.,Zhao C.:J. Am. Chem. Soc., 2006, 128, 7442. https://doi.org/10.1021/ja062091r
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dc.relation.references[35] Bouzina A., Aouf N., Berredjem M.: Res. Chem. Intermed., 2016, 42, 5993. https://doi.org/10.1007/s1116
dc.relation.references[36] Belhani B., Berredjem M., Le Borgne M. et al.: RSC Adv., 2015, 5, 39324. https://doi.org/10.1039/C5RA03473F
dc.relation.references[37] Boughaba S., Bouacida S., Aouf Z. et al.: Curr. Org. Chem, 2018, 22, 1335. https://doi.org/10.2174/1385272822666180404145804
dc.relation.references[38] Rao U., Sundar S., Prasad S. et al.: Bull. Korean Chem. Soc., 2011, 32, 3343. https://doi.org/10.5012/bkcs.2011.32.9.3343
dc.relation.references[39] Ciabrini J.,Contant R., Fruchart J.: Polyhedron,1983, 2, 1229. https://doi.org/10.1016/S02775387(00)84366-1
dc.relation.references[40] Angelini T., Bonollo S., Lanari D. et al.: Org. Biomol. Chem., 2013, 11, 5042. https://doi.org/10.1039/C3OB40767E
dc.relation.references[41] Ramesh K., Madhav B., Murthy S., NageswarY.: Synth. Commun., 2012, 42, 258. https://doi.org/10.1080/00397911.2010.523492
dc.relation.references[42] Zhou X., Liu X., Yang X. et al.: Angew. Chem. Int. Ed., 2008, 47, 392. https://doi.org/10.1002/anie.200704116
dc.relation.references[43] Kumar A., Jamwal S., Khan S. et al.: Phosphorus Sulfur, 2017, 192, 381. https://doi.org/10.1080/10426507.2016.1247085
dc.relation.referencesen[1] Corbridge D., Phosphorus: An Outline of its Chemistry, Biochemistry and Technology, 5th edn. Elsevier, Amesterdam 1995.
dc.relation.referencesen[2] Francis M., Martodam R., Chemical, Biochemical and Medicinal Properties of the Diphosphonates [in:] Hilderbrand R. (Ed), The Role of Phosphonates in Living Systems. CRC Press, Boca Raton 1983, 55.
dc.relation.referencesen[3] Neyts J., De Clercq E., Antimicrob. Agents Chemother., 1997, 41, 2754.
dc.relation.referencesen[4] Lee M., Fong E., Singer F., Guenette R., Cancer. Res., 2001, 61, 2602.
dc.relation.referencesen[5] Fleisch H., Endocr. Rev., 1998, 19, 80. https://doi.org/10.1210/edrv.19.1.0325
dc.relation.referencesen[6] Naidu K., Kumar K., Arulselvan P. et al., Arch. Pharm., 2012, 345, 957. https://doi.org/10.1002/ardp.201200192
dc.relation.referencesen[7] Kafarski P., Lejczak B.:J. Mol. Catal. B, 2004, 29, 99. https://doi.org/10.1016/j.molcatb.2003.12.013
dc.relation.referencesen[8] Tao M., BihovskyR., Wells G., Mallamo J.:J. Med. Chem., 1998, 41, 3912. https://doi.org/10.1021/jm980325e
dc.relation.referencesen[9] Zheng X., Nair V., Tetrahedron, 1999, 55, 11803. https://doi.org/10.1016/S0040-4020(99)00681-X
dc.relation.referencesen[10] Kaboudin B., Tetrahedron Lett., 2003, 44, 1051. https://doi.org/10.1016/S0040-4039(02)02727-2
dc.relation.referencesen[11] Firouzabadi H., Iranpoor N., Sobhani S., Amoozgar Z., Synthesis, 2004, 11, 1771. https://doi.org/10.1055/s-2004-829124
dc.relation.referencesen[12] Firouzabadi H., Iranpoor N., Sobhani S., Synth. Commun., 2004, 34, 1463. https://doi.org/10.1081/SCC-120030697
dc.relation.referencesen[13] Lorga B., Eymery F., Savignac P., Tetrahedron, 1999, 55, 2671. https://doi.org/10.1016/S0040-4020(99)00037-X
dc.relation.referencesen[14] Abramov V., Dokl. Akad. Nauk SSSR, 1950, 73, 487.
dc.relation.referencesen[15] Pudovik A., Arbuzov B., Dokl. Akad. Nauk SSSR, 1950, 73, 327.
dc.relation.referencesen[16] Gawron O., Grelecki C., Reilly W., SandsJ.:J. Am. Chem. Soc., 1953, 75, 3591. https://doi.org/10.1021/ja01110a508
dc.relation.referencesen[17] Kumar K., ReddyC., Reddy M. et al., Org. Commun., 2012, 5, 50.
dc.relation.referencesen[18] Alexander C., Albiniak P., Gibson L., Phosphorus Sulfur, 2000, 167, 205. https://doi.org/10.1080/10426500008082399.
dc.relation.referencesen[19] Smaardijk A., Noorda S., Bolhuis F.,Wynberg H., Tetrahedron Lett., 1985, 26, 493. https://doi.org/10.1016/S0040-4039(00)61920-2
dc.relation.referencesen[20] Tajbakhsh M., Heydari A., Khalizadeh M. et al., Synlett., 2007, 15, 2347. https://doi.org/10.1055/s-2007-985595
dc.relation.referencesen[21] Blazis V., Koeller K., Spilling C.:J. Org. Chem., 1995, 60, 931. https://doi.org/10.1021/jo00109a025
dc.relation.referencesen[22] Saito B., Egami H., Katsuki T.:J. Am. Chem.Soc., 2007, 129, 1978. https://doi.org/10.1021/ja0651005
dc.relation.referencesen[23] Textier-Boullet F., Lequitte M., Tetrahedron. Lett., 1986, 27, 3515. https://doi.org/10.1016/S0040-4039(00)84837-6
dc.relation.referencesen[24] Smahi A., Solhy A., Tahir R. et al., Catal. Commun., 2008, 9, 2503.https://doi.org/10.1016/j.catcom.2008.07.005
dc.relation.referencesen[25] Baraldi P., Guarnieri M., Moroder F. et al., Synthesis, 1982, 8, 653. https://doi.org/10.1055/s-1982-29888
dc.relation.referencesen[26] Keglevich G.,Toth V., Drahos L., Heteroatom. Chem., 2011, 22, 15. https://doi.org/10.1002/hc.20649
dc.relation.referencesen[27] Martinez-Castro E., Lopez O., Maya I. et al., Green Chem., 2010, 12, 1171. https://doi.org/10.1039/P.0GC00026D
dc.relation.referencesen[28]Jeanmaire T., Hervaud Y., Boutevin B., Phosphorus Sulfur, 2002, 177, 1137. https://doi.org/10.1080/10426500211718
dc.relation.referencesen[29] Sardarian A., Kaboudin B., Synth. Commun., 1997, 27, 543. https://doi.org/10.1080/00397919708003324
dc.relation.referencesen[30] Rasheed S., Venkata Ramana K., Madhava G. et al., Phosphorus Sulfur, 2014, 189, 606. https://doi.org/10.1080/10426507.2013.843002
dc.relation.referencesen[31] Feng D.,Chen R.,Huang Y., Song H., Heteroatom. Chem., 2007, 18, 347. https://doi.org/10.1002/hc.20304
dc.relation.referencesen[32] Kharasch M., Mosher R., Bengelsdorf I.:J. Org. Chem., 1960, 25, 1000. https://doi.org/10.1021/jo01076a035
dc.relation.referencesen[33] Samanta S.,Zhao C.:J. Am. Chem. Soc., 2006, 128, 7442. https://doi.org/10.1021/ja062091r
dc.relation.referencesen[34] Pope M., Heteropoly and IsopolyOxometalates. Springer Verlag, NewYork 1983.
dc.relation.referencesen[35] Bouzina A., Aouf N., Berredjem M., Res. Chem. Intermed., 2016, 42, 5993. https://doi.org/10.1007/s1116
dc.relation.referencesen[36] Belhani B., Berredjem M., Le Borgne M. et al., RSC Adv., 2015, 5, 39324. https://doi.org/10.1039/P.5RA03473F
dc.relation.referencesen[37] Boughaba S., Bouacida S., Aouf Z. et al., Curr. Org. Chem, 2018, 22, 1335. https://doi.org/10.2174/1385272822666180404145804
dc.relation.referencesen[38] Rao U., Sundar S., Prasad S. et al., Bull. Korean Chem. Soc., 2011, 32, 3343. https://doi.org/10.5012/bkcs.2011.32.9.3343
dc.relation.referencesen[39] Ciabrini J.,Contant R., Fruchart J., Polyhedron,1983, 2, 1229. https://doi.org/10.1016/S02775387(00)84366-1
dc.relation.referencesen[40] Angelini T., Bonollo S., Lanari D. et al., Org. Biomol. Chem., 2013, 11, 5042. https://doi.org/10.1039/P.3OB40767E
dc.relation.referencesen[41] Ramesh K., Madhav B., Murthy S., NageswarY., Synth. Commun., 2012, 42, 258. https://doi.org/10.1080/00397911.2010.523492
dc.relation.referencesen[42] Zhou X., Liu X., Yang X. et al., Angew. Chem. Int. Ed., 2008, 47, 392. https://doi.org/10.1002/anie.200704116
dc.relation.referencesen[43] Kumar A., Jamwal S., Khan S. et al., Phosphorus Sulfur, 2017, 192, 381. https://doi.org/10.1080/10426507.2016.1247085
dc.citation.volume14
dc.citation.issue2
dc.citation.spage154
dc.citation.epage160
dc.coverage.placenameЛьвів
dc.coverage.placenameLviv
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