title: Design and Synthesis of a New Class of Twin-Chain Amphiphiles for Self-Assembled Monolayer-based Electrochemical Biosensor Applications.
abstract: A new class of twin-chain hydroxyalkylthiols (mercaptoalkanols) featuring a nearly constant cross-section and the potential for modification of one or both termini are available with complete regioselectivity through Pd-mediated couplings of benzene diiododitriflate, including an example of a previously unreported coupling to generate an ortho-substituted arene bis acetic acid. Self-assembled monolayers (SAMs) prepared from the new amphiphiles demonstrate improved stability in an electrochemical sensor system compared with monolayers prepared from analogous single chain thiols.
authors.affiliation: Department of Chemistry and Center for Nanohybrid Functional Materials, University of Nebraska-Lincoln, Lincoln, NE 68588.
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Fisher
authors.affiliation: Department of Chemistry and Center for Nanohybrid Functional Materials, University of Nebraska-Lincoln, Lincoln, NE 68588.
authors.forename: Socrates Jose P
authors.initials: SJ
authors.lastname: Cañete
authors.affiliation: Department of Chemistry and Center for Nanohybrid Functional Materials, University of Nebraska-Lincoln, Lincoln, NE 68588.
authors.forename: Rebecca Y
authors.initials: RY
authors.lastname: Lai
authors.affiliation: Department of Chemistry and Center for Nanohybrid Functional Materials, University of Nebraska-Lincoln, Lincoln, NE 68588.
authors.forename: Patrick H
authors.initials: PH
authors.lastname: Dussault
keywords: amphiphile; cross-coupling; multivalent; self-assembled monolayer; sensor; thiol