Tandem “click” reactions at acetylene-terminated Si(100) monolayers

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dc.contributor.authorCiampi, Sen_AU
dc.contributor.authorJames, Men_AU
dc.contributor.authorMichaels, Pen_AU
dc.contributor.authorGooding, JJen_AU
dc.date.accessioned2011-09-21T02:03:42Zen_AU
dc.date.available2011-09-21T02:03:42Zen_AU
dc.date.issued2011-06-07en_AU
dc.date.statistics2011-09-21en_AU
dc.description.abstractWe demonstrate a simple method for coupling alkynes to alkynes. The method involves tandem azide-alkyne cycloaddition reactions ("click" chemistry) for the immobilization of 1-alkyne species onto an alkyne modified surface in a one-pot procedure. In the case presented, these reactions take place on a nonoxidized Si(100) surface although the approach is general for linking alkynes to alkynes. The applicability of the method in the preparation of electrically well-behaved functionalized surfaces is demonstrated by coupling an alkyne-tagged ferrocene species onto alkyne-terminated Si(100) surfaces. The utility of the approach in biotechnology is shown by constructing a DNA sensing interface by derivatization of the acetylenyl surface with commercially available alkyne-tagged oligonucleotides. Cyclic voltametry, electrochemical impedance spectroscopy, X-ray photoelectron spectroscopy, and X-ray reflectometry are used to characterize the coupling reactions and performance of the final modified surfaces. These data show that this synthetic protocol gives chemically well-defined, electronically well-behaved, and robust (bio)functionalized monolayers on silicon semiconducting surfaces. © 2010, American Chemical Societyen_AU
dc.identifier.citationCiampi, S., James, M., Michaels, & P., Gooding, J.J. (2011). Tandem “click” reactions at acetylene-terminated Si(100) monolayers. Langmuir, 27(11), 6940-6949. doi:10.1021/la2013733en_AU
dc.identifier.govdoc3484en_AU
dc.identifier.issn0743-7463en_AU
dc.identifier.issue11en_AU
dc.identifier.journaltitleLangmuiren_AU
dc.identifier.pagination6940-6949en_AU
dc.identifier.urihttp://dx.doi.org/10.1021/la2013733en_AU
dc.identifier.urihttp://apo.ansto.gov.au/dspace/handle/10238/3759en_AU
dc.identifier.volume27en_AU
dc.language.isoenen_AU
dc.publisherAmerican Chemical Societyen_AU
dc.subjectX-ray spectroscopyen_AU
dc.subjectMolecular biologyen_AU
dc.subjectX-ray photoelectron spectroscopyen_AU
dc.subjectDNAen_AU
dc.subjectOligonucleotidesen_AU
dc.subjectSiliconen_AU
dc.titleTandem “click” reactions at acetylene-terminated Si(100) monolayersen_AU
dc.typeJournal Articleen_AU
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