Cyclic di[(o-polyethyleneglycoxy)phenyl]amine: new members in the crown ether family

Citation
Lj. Charbonniere et Rf. Ziessel, Cyclic di[(o-polyethyleneglycoxy)phenyl]amine: new members in the crown ether family, TETRAHEDR L, 41(14), 2000, pp. 2373-2376
Citations number
18
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
0040-4039 → ACNP
Volume
41
Issue
14
Year of publication
2000
Pages
2373 - 2376
Database
ISI
SICI code
0040-4039(20000401)41:14<2373:CDNMIT>2.0.ZU;2-4
Abstract
The synthesis of cyclic ethers based on polyethyleneglycol chains grafted o n di(o-hydroxyphenyl)amine is described. The starting diarylamine is obtain ed from a melted salt procedure and coupled to the tosylated tri-, tetra- a nd pentaethyleneglycol. The X-ray crystal structure of the tetraethylenegly col derivative was determined. For the triethyleneglycol compound, alkylati on of the nitrogen atom with 5-bromomethyl-5'-methyl-2,2'-bipyridine (exces s or 1 equiv.) led either to the quaternary ammonium salt or to the tertiar y amine derivatives, respectively. The latter reacted with [Re(CO)(5)Cl] to give the corresponding Re(I) complex in a facial configuration. (C) 2000 E lsevier Science Ltd. All rights reserved.