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|Title:||Tandem “click” reactions at acetylene-terminated Si(100) monolayers|
X-ray photoelectron spectroscopy
|Publisher:||American Chemical Society|
|Citation:||Ciampi, 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/la2013733|
|Abstract:||We 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 Society|
|Gov't Doc #:||3484|
|Appears in Collections:||Journal Articles|
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