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One‐Step Construction of the Shape Persistent, Chiral But Symmetrical Polyimine Macrocycles
Author(s) -
Kwit Marcin,
Grajewski Jakub,
Skowronek Paweł,
Zgorzelak Mikołaj,
Gawroński Jacek
Publication year - 2019
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201800052
Subject(s) - supramolecular chemistry , flexibility (engineering) , macromolecule , molecule , chemistry , chemical physics , materials science , crystallography , computational chemistry , organic chemistry , mathematics , biochemistry , statistics
A unique combination of structural flexibility, shape persistency and functionality, makes macrocycles and molecular cages as essential molecular entities that have displayed applications that go beyond chemistry. Among macrocycles, the selectively obtained symmetrical (poly)cyclic polyimines have shown great utility in the design of molecules varied in shape and properties. The reversible and thermodynamically controlled cycloimination reaction is governed by configurational and conformational constraints imposed on the intermediate products, ensures a sufficiently high level of preorganization. The high geometrical control over the macrocycle structure has profound effect on their assembly mode. In this Account, we were interested in showing how the structure of small building blocks affects the structure of macrocyclic product and further, how influenced the association mode of the given macromolecule. The latter is of primarily importance in supramolecular and in material chemistry.