Premium
Helicates with Ether‐Substituted Catechol Esters as Ligands
Author(s) -
Mevissen Christian,
Kwamen A. Carel N.,
Himmel Leonard,
Chen Xiaofei,
Brückner Matthias,
Huda Saskia,
Göb Christian,
Jenniches Judith,
Oppel Iris,
Ward Jas S.,
Rissanen Kari,
Albrecht Markus
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000843
Subject(s) - chemistry , ether , thioether , dimer , substituent , lithium (medication) , heteroatom , stereochemistry , alkyl , catechol , medicinal chemistry , organic chemistry , medicine , endocrinology
Mono‐ or biscatechol esters with ether‐type substituents or spacers form either triple lithium bridged dimeric helicates or triple stranded helicates with the ability to bind three lithium cations in their interior. Hierarchical helicates with ether or thioether substituents show in solution a monomer‐dimer equilibrium which is independent of the heteroatom in the ester substituent. However, dimerization constants are significantly lower than for corresponding alkyl derivatives. Dinuclear helicates with oligoether spacers are well obtained in the presence of lithium cations. Upon removal of the cations the helicates expand and successive addition of LiCl results in compression again.