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Download fileSolid-Phase Methods for the Synthesis of Cyanine Dyes
journal contribution
posted on 2005-04-15, 00:00 authored by Stephen J. Mason, Jen L. Hake, James Nairne, W. Jon Cummins, Shankar BalasubramanianWe report here a series of studies that explore solid-phase methodologies for the synthesis of various
cyanine dyes. The scope of the previously reported catch-and-release method using sulfonyl chloride
resin1 has now been extended to include pentamethine and water-soluble cyanine dyes. We also
report a new and chemically distinct synthetic strategy, employing the stepwise attack of heterocyclic
carbon nucleophiles on immobilized polyene-chain precursors, allowing the clean synthesis of
hydrophobic and hydrophilic trimethine and pentamethine dyes from more easily obtained starting
materials. Overall, both approaches appear to be robust and versatile strategies to delivering a
wide range of cyanine-based dyes in high purity.