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Redox‐ and pH‐Controlled Mechanized Nanoparticles
Author(s) -
Khashab Niveen M.,
Trabolsi Ali,
Lau Yuen A.,
Ambrogio Michael W.,
Friedman Douglas C.,
Khatib Hussam A.,
Zink Jeffrey I.,
Stoddart J. Fraser
Publication year - 2009
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.200801300
Subject(s) - moiety , chemistry , ferrocene , nanoparticle , redox , deprotonation , combinatorial chemistry , mesoporous silica , organic chemistry , nanotechnology , catalysis , electrochemistry , mesoporous material , electrode , ion , materials science
Abstract A new class of mechanized silica nanoparticles, which exploits the stability of the inclusion complexes formed between ferrocenedicarboxylic acid and both cucurbit[7]uril (CB7) and β‐cyclodextrin (β‐CD), are described. Mesoporous silica nanoparticles, capable of storing a payload of small molecules and releasing it following particular activation processes, have been designed and decorated with ferrocenecarboxylic acid stalks. The storage and release of the payload is controlled by the host–guest interaction between the ferrocene moiety (guest) and the ring moiety (CB7 or β‐CD). Ferrocene‐based Mechanized NanoParticles (FMNPs) were efficiently prepared, loaded with Rhodamine dye, and then tested under different activation procedures. The systems operated successfully under redox control (oxidation of ferrocenedicarboxylic acid) in the presence of β‐CD and under pH control (deprotonation of ferrocenedicarboxylic acid pH > 4) in the presence of CB7.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)