Site-selective, cleavable linkers: Quality control and the characterization of small molecules on microelectrode arrays

Bo Bi, Richard Y.C. Huang, Karl Maurer, Ceng Chen, Kevin D. Moeller

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

A "safety-catch" linker strategy has been used to release a portion of the products of a Diels-Alder reaction conducted on a microelectrode array for characterization of stereochemistry. The attachment and cleavage of organic compounds from the surface of selected electrodes in the array can be accomplished by site-selective generation of base or acid at the electrode. It was found that the surface of the array had a minor influence on the stereochemistry of the Diels-Alder reaction, leading to slightly more of the exo-product relative to a similar solution-phase reaction.

Original languageEnglish
Pages (from-to)9053-9059
Number of pages7
JournalJournal of Organic Chemistry
Volume76
Issue number21
DOIs
StatePublished - Nov 4 2011

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