Building Addressable Libraries: Site-Selective Suzuki Reactions on Microelectrode Arrays

Abstract

A site-selective Suzuki reaction has been developed for use on microelectrode arrays. The reaction conditions employed are similar to those used to achieve site-selective Heck reactions. The reaction can be run with either an aryliodide attached to the surface of the array and an arylboronic acid in solution or with an arylboronic acid attached to the surface of the array and an arylbromide in solution. Both allyl acetate and air are effective confining agents for the reaction. The reactions are compatible with arrays containing either 1024 microelectrodes cm−2 or 12 544 microelectrodes cm−2.

Small Molecule Macroarray Construction via Palladium‐Mediated CarbonCarbon Bond‐Forming Reactions: Highly Efficient Synthesis and Screening of Stilbene Arrays

“…[3,4] Our laboratory is engaged in the development of the small molecule macroarray as tool for the rapid parallel synthesis and biological screening of drug-like molecules and peptidomimetics. [5–8] Macroarrays are readily constructed via the SPOT-synthesis technique on planar cellulose supports (i.e., laboratory filter paper) [9] yielding spatially addressed libraries of 10–1000 unique compounds (≈50–200 nmol of compound/spot; Figure 1A). The simplicity of macroarray construction, coupled to its compatibility with a range of biological assay formats performed either on or off of the planar support, renders this library synthesis technique attractive for a range of research applications.…”

A Well-Defined {[(PhCH2O)2P(CH3)2CHNCH(CH3)2]2PdCl2} Complex Catalyzed Hiyama Coupling of Aryl Bromides with Arylsilanes

“…Transition metal-mediated cross-coupling reactions is one of the most powerful and versatile methods for the generation of unsymmetrical biaryls which are widely found as important structural units in pharmaceuticals [1], natural products [2], bioactive products [3], herbicides [4], conducting polymers [5], liquid crystal materials [6] and microelectrode arrays [7]. These cross-coupling transformations include organozinc (Negishi) [8] reaction, organotin (Stille) [9] reaction, organoboron (Suzuki-Miyaura) [10] reaction, and organomagnesium (Kumada) reaction [11].…”

Microwave-assisted Stille and Hiyama cross-coupling reactions catalyzed by ortho-palladated complexes of homoveratrylamine

“…They present significant interest for the synthesis of herbicides, 1 pharmaceuticals, 2 natural products, 3 bioactive products, 4 microelectrode arrays, 5 conducting polymers, 6,7 and liquid crystal materials. 8 In view of the importance of biaryls, a number of effective catalytic methods have been developed for forming these compounds in cross-coupling reactions.…”