title: The nitrilimine-alkene cycloaddition is an ultra rapid click reaction.
abstract: The transient formation of nitrilimine in aqueous conditions is greatly influenced by pH and chloride. In basic conditions (pH 10) with no chloride, a diarylnitrilimine precursor readily ionizes to form diarylnitrilimine that reacts almost instantly with an acrylamide-containing protein and fluorescently labels it.
authors: Department of Chemistry, Texas A&M University, College Station, TX 77843, USA. wliu@chem.tamu.edu.
authors: Xiaoshan Shayna
authors: XS
authors: Wang
authors: Yan-Jiun
authors: YJ
authors: Lee
authors: Wenshe R
authors: WR
authors: Liu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002712:Chlorides / Q000737:chemistry; D057930:Click Chemistry; D003500:Cyclization; D006863:Hydrogen-Ion Concentration; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*
chemical_list: D000475:Alkenes; D002712:Chlorides; D007097:Imines; D009570:Nitriles