Control of conformer population and product selectivity and stereoselectivity in competitive photocyclization/rearrangement of chiral donor-acceptor dyad |
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Authors: | Nishiuchi Emi Mori Tadashi Inoue Yoshihisa |
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Affiliation: | Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan. |
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Abstract: | The conformer population and the relative excitation efficiency of each conformer, assessed by theoretical and experimental examinations, enabled us to precisely control the chemo- and diastereoselectivities of the competitive photocyclization/rearrangement reaction of a chiral donor-acceptor (D/A) dyad by irradiation wavelength, solvent polarity, and reaction temperature. Manipulating the ground- and excited-state conformer equilibria is essential for critically controlling the intramolecular D/A system, in sharp contrast to the rather divergent excited species involved in relevant intermolecular systems. |
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