A thiourea-functionalized metal-organic macrocycle for the catalysis of Michael additions and prominent size-selective effect
Yang, L; Zhao, L; Zhou, Z; He, C; Sun, H; Duan, C
| HERO ID | 4923469 |
|---|---|
| In Press | No |
| Year | 2017 |
| Title | A thiourea-functionalized metal-organic macrocycle for the catalysis of Michael additions and prominent size-selective effect |
| Authors | Yang, L; Zhao, L; Zhou, Z; He, C; Sun, H; Duan, C |
| Journal | Dalton Transactions (Online) |
| Volume | 46 |
| Issue | 12 |
| Page Numbers | 4086-4092 |
| Abstract | A discrete tetranuclear thiourea-based metal-organic macrocycle (MOM) with a large size was constructed by a well-designed organic ligand and nickel(ii) ions via self-assembly. Incorporating thiourea groups as hydrogen-bond donors into a metal-organic complex system leads to a new approach for synthesizing functionalized heterogeneous catalysts, as this not only introduces coordination sites serving as chelators, but also overcomes the issues of self-association via intermolecular H-bonding, often occurring in homogeneous systems. The packing structure of this material formed a confined environment suitable for the access of substrate molecules dragged by the strong hydrogen-bond interactions from the thiourea groups, thus achieving a high catalytic performance in Michael additions of nitrostyrenes to nitroalkanes, with remarkable yields and size-selectivity in heterogeneous phase. Moreover, a comparison of the IR spectrum of Ni-SPT with the spectra of dimethyl malonate- and β-nitrostyrene-impregnated Ni-SPT indicated that both substrate molecules, β-nitrostyrene and dimethyl malonate, were able to access the cavity of the trimeric subunit. |
| Doi | 10.1039/c6dt04299f |
| Pmid | 28272632 |
| Wosid | WOS:000397882900035 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |