Sonochemical synthesis of lithium fluoride nano cubic as an active and simple catalyst for thia-Michael addition process: synthesis and structural characterization of beta-aryl-beta-mercapto ketones

SHOBEIRI, Zohreh, Mehrdad POURAYOUBI, Marek NEČAS, Vladimir DIVJAKOVIC and Michal BABIAK. Sonochemical synthesis of lithium fluoride nano cubic as an active and simple catalyst for thia-Michael addition process: synthesis and structural characterization of beta-aryl-beta-mercapto ketones. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY. NEW YORK: SPRINGER, 2015, vol. 12, No 2, p. 245-255. ISSN 1735-207X. Available from: https://dx.doi.org/10.1007/s13738-014-0479-6.

Basic information

• Original name: Sonochemical synthesis of lithium fluoride nano cubic as an active and simple catalyst for thia-Michael addition process: synthesis and structural characterization of beta-aryl-beta-mercapto ketones
• Authors: SHOBEIRI, Zohreh (364 Islamic Republic of Iran), Mehrdad POURAYOUBI (364 Islamic Republic of Iran), Marek NEČAS (203 Czech Republic, guarantor, belonging to the institution), Vladimir DIVJAKOVIC (688 Serbia) and Michal BABIAK (703 Slovakia, belonging to the institution).
• Edition: JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, NEW YORK, SPRINGER, 2015, 1735-207X.

Other information

• Original language: English
• Type of outcome: Article in a journal
• Field of Study: 10402 Inorganic and nuclear chemistry
• Country of publisher: United States of America
• Confidentiality degree: is not subject to a state or trade secret
• Impact factor: Impact factor: 1.300
• RIV identification code: RIV/00216224:14310/15:00082369
• Organization unit: Faculty of Science
• Doi: http://dx.doi.org/10.1007/s13738-014-0479-6
• UT WoS: 000347416600008
• Keywords in English: LiF nano cubic; Thia-Michael addition; beta-Aryl-beta-mercapto ketones; Crystal structure; Ultrasound irradiation
• Tags: AKR, rivok
• Tags: International impact, Reviewed

Abstract

LiF nano cubic, with an average particle size of 21.6 nm, was synthesized sonochemically, using tetrabutylammonium fluoride as the fluoride source and characterized by SEM-EDX and XRD. This was applied, as a heterogeneous nano-catalyst, to synthesize some beta-aryl-beta-mercapto ketone derivatives via thia-Michael addition reactions with excellent yields at room temperature. In this catalytic system, the products of undesirable side reactions resulting from 1,2-addition, polymerization, bis-addition and oxidative coupling of thiols were not observed. The products were characterized by elemental analysis, IR, NMR and mass, and also single crystal X-ray determination for 3-(4-chlorophenylthio)-1,3-diphenylpropan-1-one, 1-phenyl-3-(phenylthio)-3-p-tolylpropan-1-one, 3-(p-tolylthio)- 1-phenyl-3-p-tolylpropan-1-one and 3-(4-chlorophenylthio)- 1-phenyl-3-p-tolylpropan-1-one. Following the recent search on the CSD, it is found that there is no report on the structure determination of [R-1]C[H][CH2C(O)R-2][S-Ar] beta-aryl-beta-mercapto ketones with the S-C6H5, S-C6H4-pCH(3) and S-C6H4-p-Cl segments (as S-Ar).

Links

• ED1.1.00/02.0068, research and development project: Name: CEITEC - central european institute of technology