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 | |
|---|---|
| Year of publication | 2015 |
| Type | Article in Periodical |
| Magazine / Source | JOURNAL OF THE IRANIAN CHEMICAL SOCIETY |
| MU Faculty or unit | |
| Citation | |
| Doi | http://dx.doi.org/10.1007/s13738-014-0479-6 |
| Field | Inorganic chemistry |
| Keywords | LiF nano cubic; Thia-Michael addition; beta-Aryl-beta-mercapto ketones; Crystal structure; Ultrasound irradiation |
| Description | 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). |
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