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- Publisher Website: 10.1016/S0040-4039(01)90505-2
- Scopus: eid_2-s2.0-47549088417
- WOS: WOS:A1981LR41900023
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Article: Synthesis and conformational behaviour of tri-3-methyltrianthranilides. A new example of spontaneous resolution and inclusion compound formation on crystallisation
Title | Synthesis and conformational behaviour of tri-3-methyltrianthranilides. A new example of spontaneous resolution and inclusion compound formation on crystallisation |
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Authors | |
Issue Date | 1981 |
Citation | Tetrahedron Letters, 1981, v. 22, n. 23, p. 2229-2232 How to Cite? |
Abstract | The tri-3-methyltrianthranilide derivatives (7)-(9) have been synthesised. Dynamic 1H n.m.r. spectroscopy indicates that the N,N′,N″-trimethyl derivative (8) exists in solution as slowly ring inverting (16 ⇌ 16*) enantiomeric helical conformations. X-Ray crystallography shows that the N,N′-dimethyl-N″-benzyl derivative (9) undergoes spontaneous resolution when it crystallises as a 1:1 adduct from toluene. The host molecules adopt a helical conformation (Figure 1) within a lattice structure that contains chiral channels (Figure 2) occupied by guest solvent molecules. © 1981. |
Persistent Identifier | http://hdl.handle.net/10722/332841 |
ISSN | 2023 Impact Factor: 1.5 2023 SCImago Journal Rankings: 0.323 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Edge, Simon J. | - |
dc.contributor.author | Ollis, W. David | - |
dc.contributor.author | Stephanatou, Julia Stephanidou | - |
dc.contributor.author | Stoddart, J. Eraser | - |
dc.contributor.author | Williams, David J. | - |
dc.contributor.author | Woode, Kwamena A. | - |
dc.date.accessioned | 2023-10-06T05:14:41Z | - |
dc.date.available | 2023-10-06T05:14:41Z | - |
dc.date.issued | 1981 | - |
dc.identifier.citation | Tetrahedron Letters, 1981, v. 22, n. 23, p. 2229-2232 | - |
dc.identifier.issn | 0040-4039 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332841 | - |
dc.description.abstract | The tri-3-methyltrianthranilide derivatives (7)-(9) have been synthesised. Dynamic 1H n.m.r. spectroscopy indicates that the N,N′,N″-trimethyl derivative (8) exists in solution as slowly ring inverting (16 ⇌ 16*) enantiomeric helical conformations. X-Ray crystallography shows that the N,N′-dimethyl-N″-benzyl derivative (9) undergoes spontaneous resolution when it crystallises as a 1:1 adduct from toluene. The host molecules adopt a helical conformation (Figure 1) within a lattice structure that contains chiral channels (Figure 2) occupied by guest solvent molecules. © 1981. | - |
dc.language | eng | - |
dc.relation.ispartof | Tetrahedron Letters | - |
dc.title | Synthesis and conformational behaviour of tri-3-methyltrianthranilides. A new example of spontaneous resolution and inclusion compound formation on crystallisation | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1016/S0040-4039(01)90505-2 | - |
dc.identifier.scopus | eid_2-s2.0-47549088417 | - |
dc.identifier.volume | 22 | - |
dc.identifier.issue | 23 | - |
dc.identifier.spage | 2229 | - |
dc.identifier.epage | 2232 | - |
dc.identifier.isi | WOS:A1981LR41900023 | - |