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
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.