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Mechanochemical Solvent‐Free Conditions for the Synthesis of Pillar[5]arene‐Containing [2]Rotaxanes
Author(s) -
Holler Michel,
Stoerkler Timothée,
Louis Alexandra,
Fischer Fanny,
Nierengarten JeanFrançois
Publication year - 2019
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.201900153
Subject(s) - chemistry , pillar , rotaxane , reagent , amine gas treating , solvent , derivative (finance) , polymer chemistry , organic chemistry , molecule , supramolecular chemistry , structural engineering , financial economics , engineering , economics
Pillar[5]arene‐containing [2]rotaxanes have been efficiently prepared under solvent‐free conditions. Specifically, solid‐to‐solid ball‐milling of primary or secondary amine reagents with the inclusion complex resulting from the association of dodecanedioyl dichloride and a pillar[5]arene derivative provided the corresponding diamide [2]rotaxanes in good to excellent yields. Importantly, [2]rotaxanes difficult or even impossible to prepare under classical reaction conditions in solution, are now easily obtained.