Skip to main navigation Skip to search Skip to main content

Synthesis of macrocyclic tetrazoles for rapid photoinduced bioorthogonal 1,3-dipolar cycloaddition reactions

  • SUNY Buffalo

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

Quick as a flash! A series of conformationally constrained, macrocyclic tetrazoles were expediently prepared by double alkylation of a bis(o-phenolyl)tetrazole precursor. Several of them showed excellent reactivity toward norbornene in a photoinduced tetrazole-alkene cycloaddition reaction in organic solvent, as well as toward a norbornene-modified protein in phosphate-buffered saline buffer (see scheme).

Original languageEnglish
Pages (from-to)13325-13329
Number of pages5
JournalChemistry - A European Journal
Volume16
Issue number45
DOIs
StatePublished - Dec 3 2010

Keywords

  • alkenes
  • bioorthogonal chemistry
  • biotechnology
  • cycloaddition
  • tetrazoles

Fingerprint

Dive into the research topics of 'Synthesis of macrocyclic tetrazoles for rapid photoinduced bioorthogonal 1,3-dipolar cycloaddition reactions'. Together they form a unique fingerprint.

Cite this