|
|||||
|
|
Synthesis, characterization and solid-phase C NMR of naphtho-9-crown-3 |
|
| Authors: | A Moghimi M F Rastegar M Ghandi G W Buchanan H Rahbarnoohi |
| Institution: | a Department of Chemistry, Imam Hosein University, Tehran, Iran b Department of Chemistry, University of Tehran, Tehran, Iran c Department of Chemistry, Carleton University, Ottawa, Canada d Department of Chemistry Wayne State University, Detroit, MI, USA |
| Abstract: | The synthesis and characterization of naptho-9-crown-3, N9C3, as a novel 9-membered ring crown ether with greater lipophilicity than that of benzo-9-crown-3, B9C3, is reported. The solution AA′BB′ pattern of –CH2O– protons in N9C3 is close to that of B9C3. The solid-phase 13C CPMAS NMR, as a tool for conformation prediction, reveals that the solid-phase conformation of the 9-membered ring crown cavity in N9C3 is different from B9C3, the two key C2O2CH2 and C3O1CH2 units are predicted to be out of naphthalene plane, and the two C1C2O2CH2 and C4C3O1CH2 torsion angles are close to each other. |
| Keywords: | Crown ether Naphtho-9-crown-3 Synthesis Solid phase 13C CPMAS NMR Cyclization |
| 本文献已被 ScienceDirect 等数据库收录！ | |