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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.

SUBMITTER: Fisher TJ 

PROVIDER: S-EPMC3888879 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

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

Fisher Thomas J TJ   Cañete Socrates Jose P SJ   Lai Rebecca Y RY   Dussault Patrick H PH  

European journal of organic chemistry 20130601 16


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  ...[more]

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