Synthesis and spectral properties of near-infrared aminophenyl-, hydroxyphenyl-, and phenyl-substituted heptamethine cyanines

Hyeran Lee, J. Christian Mason, Samuel Achilefu

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

(Chemical Equation Presented) Diverse meso-aminophenyl-, hydroxyphenyl-, and phenyl-substituted heptamethine cyanine dyes were prepared by a modified Suzuki-Miyaura method in good yields. In addition, direct Suzuki coupling of Vilsmeier-Haack reagent extends the procedure to the synthesis of otherwise difficult cyanine dyes containing multiple heteroatoms in the indolium ring. The new compounds possess excellent spectral properties and can be used to label bioactive molecules and nanoparticles. The one-pot synthesis procedure eliminates the cumbersome steps of protecting/deprotecting amino or hydroxy groups.

Original languageEnglish (US)
Pages (from-to)723-725
Number of pages3
JournalJournal of Organic Chemistry
Volume73
Issue number2
DOIs
StatePublished - Jan 18 2008
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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