Effective ascorbate-free and photolatent click reactions in water using a photoreducible copper(II)-ethylenediamine precatalyst

• Redouane Beniazza,
• Natalia Bayo,
• Florian Molton,
• Carole Duboc,
• Stéphane Massip,
• Nathan McClenaghan,
• Dominique Lastécouères and
• Jean-Marc Vincent

Beilstein J. Org. Chem. 2015, 11, 1950–1959, doi:10.3762/bjoc.11.211

• photogenerated copper(I) being very reactive. On irradiating aqueous reaction mixtures containing 1 mol % of 1 at 365 nm (TLC lamp) for 1 h, click reactions were shown to proceed to full conversion. Keywords: benzophenone photosensitizer; bioconjugation; click chemistry; copper; photoreduction; Introduction

• tren (tren = tris(2-aminoethyl)amine) ligand derivative [11][12] or the dmeda (dmeda = N,N’-dimethylethylenediamine) ligand [13][14] (Scheme 1). Irradiation at 365 nm of the benzophenone photosensitizer (n→π* electronic transition), introduced through the carboxylate counterion, mediated a highly