The role of ligand covalency in the selective activation of metalloenediynes for Bergman cyclization.

ABSTRACT: One of the key concerns with the development of radical-generating reactive therapeutics is the ability to control the activation event within a biological environment. To that end, a series of quinoline-metal-loenediynes of the form M(QuiED)·2Cl (M = Cu(II), Fe(II), Mg(II), or Zn(II)) and their independently synthesized cyclized analogs have been prepared in an effort to elucidate Bergman cyclization (BC) reactivity differences in solution. HRMS(ESI) establishes a solution stoichiometry of 1:1 metal to ligand with coordination of one chloride counter ion to the metal center. EPR spectroscopy of Cu(QuiED)·2Cl and Cu (QuiBD)·2Cl denotes an axially-elongated tetragonal octahedron (g_║ > g_⊥ > 2.0023) with a d_x²</

SUBMITTER: Porter MR 

PROVIDER: S-EPMC5602562 | biostudies-literature | 2016 Jan

REPOSITORIES: biostudies-literature