NDLI: A one-pot synthesis of constitutionally unsymmetrical rotaxanes using sequential Cu(I)-catalyzed azide-alkyne cycloadditions.

Content Provider	Semantic Scholar
Author	Spruell, Jason M. Dichtel, William R. Heath, James R. Stoddart, J. Fraser
Copyright Year	2008
Abstract	A one-pot sequential Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) strategy is presented for the synthesis of constitutionally unsymmetrical cyclobis(paraquat-p-phenylene)-based rotaxanes in good yields from simple starting materials. The methodology consists of performing multiple CuAAC reactions to stopper a pseudorotaxane in a stepwise manner, the order of which is controlled through silyl-protection and Ag(I)-catalyzed deprotection of a terminal alkyne. The methodology is highlighted by the synthesis of an amphiphilic branched [4]rotaxane. The methodology increases the ability to access ever more complicated mechanically interlocked compounds to serve in devices as sophisticated and functional molecular machinery.
File Format	PDF HTM / HTML
DOI	10.1002/chem.200800067
PubMed reference number	18384025
Journal	Medline
Volume Number	14
Issue Number	14
Alternate Webpage(s)	https://www.safetylit.org/citations/ild_request_form.php?article_id=citjournalarticle_286107_38
Alternate Webpage(s)	https://doi.org/10.1002/chem.200800067
Journal	Chemistry
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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