1280192-22-4Relevant academic research and scientific papers
Redox behavior of 2-substituted 1,3-benzoxaphospholes and 2,6-substituted benzo[1,2- d:4,5- d]bisoxaphospholes
Washington, Marlena P.,Payton, John L.,Simpson, M. Cather,Protasiewicz, John D.
, p. 1975 - 1983 (2011)
The electrochemical behavior of a series of 2-substituted 1,3-benzoxaphospholes and 2,6-disubstituted benzo[1,2-d:4,5-d]bisoxaphospholes has been examined by cyclic voltammetry methods. One-electron reductions near -1.99 V vs SCE in THF (0.1 M [nBu4N][BF4]) are observed for 2-aryl-1,3-benzoxaphospholes, with the exception of compounds where aryl = p-C6H4Br or p-C6H4Cl, which show irreversible reduction processes. 2,6-Dimesityl-benzobisoxaphosphole and 2,6-dixylyl-benzobisoxaphosphole show two reduction waves, with the first wave displaying reversibility (ca. E1/2 ≈ -2.0 V vs SCE). By contrast, 2,6-di-tert-butyl-benzobisoxaphosphole and 2,6-diadamantyl-benzobisoxaphosphole show single reversible reductions near -2.36 V vs SCE. DFT calculations have been conducted in order to give a greater understanding of the electronic factors influencing the electrochemical results.
