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Attempted [2]Catenane Synthesis via a Quasi[1]catenane by a Templated Backfolding Strategy
Author(s) -
Steemers Luuk,
Wanner Martin J.,
van Leeuwen Bart R. C.,
Hiemstra Henk,
van Maarseveen Jan H.
Publication year - 2018
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.201701325
Subject(s) - catenane , chemistry , steric effects , stereochemistry , molecule , organic chemistry
A templated backfolding concept to construct a [2]catenane was attempted via a quasi[1]catenane showing an inverted spiro geometry. The template is covalently connected to the ketal‐connected semi‐perpendicular‐arranged linear precursors and spatially directs the sterically congested backfolding macrocyclizations that are required to give a quasi[1]catenane. So far, we are unable to hydrolyze the cyclic ketal to liberate the [2]catenane.