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Macrocycle Size Matters: “Small” Functionalized Rotaxanes in Excellent Yield Using the CuAAC Active Template Approach
Author(s) -
Lahlali Hicham,
Jobe Kajally,
Watkinson Michael,
Goldup Stephen M.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201100415
Subject(s) - rotaxane , yield (engineering) , combinatorial chemistry , nanotechnology , enantioselective synthesis , drug delivery , materials science , molecular machine , catalysis , chemistry , supramolecular chemistry , molecule , organic chemistry , metallurgy
By shrinking the macrocycle in the CuAAC active template reaction not only is it demonstrated to be possible to use smaller macrocycles, but, surprisingly, that smaller macrocycles lead to higher yields of rotaxane product (see scheme). The synthesis of “small” functionalized [2]rotaxanes showcases this as a method for the production of materials with potential applications in molecular electronics, drug delivery, sensing, and enantioselective catalysis.