Aaron N. Jahn, James M. Tocyloski, Lyndsey M. Shaak, and Felix E. Goodson. West Chester University, West Chester, PA
Diarylnorbornadiene compounds are promising candidates for solar to thermal energy conversion applications since they can undergo a photochemical [2+2] cycloaddition to form kinetically stable, highly strained, quadricyclane systems. Unfortunately, the traditional route to these materials requires several complicated synthetic steps. We present here a two-step synthesis of these materials based upon a tandem alkene insertion-Suzuki coupling reaction developed in our laboratory. We also present initial photochemical studies on the effect of substituents on the stability of the corresponding quadricyclanes.
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