Design and Synthesis of a New Class of Twin-Chain Amphiphiles for Self-Assembled Monolayer-based Electrochemical Biosensor Applications

Authors

Thomas J. Fisher, University of Nebraska-LincolnFollow
Socrates Jose P. Cañete, University of Nebraska-Lincoln
Rebecca Lai, University of Nebraska - LincolnFollow
Patrick Dussault, University of Nebraska-LincolnFollow

Document Type

Article

Date of this Version

2013

Citation

European J Org Chem. 2013 June 1; 2013(16): 3263–3270.

Comments

Copyright 2013 Fisher et al.

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. Selfassembled monolayers (SAMs) prepared from the new amphiphiles demonstrate improved stability in an electrochemical sensor system compared with monolayers prepared from analogous single chain thiols.