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7f,h It has been suggested that a better method for determining reaction multiplicity in benzyl-heteroatom photocleavages is to use the naphthyl system instead of benzyl. Among the substituents we studied, it is likely that the nitro (1j and 1k) and perhaps the cyano (1h and 1i) involve a triplet excited state. See: Blakemore, D. C.; Gilbert, A. J. Chem. Soc., Perkin Trans. 1 1992, 16, 2265. For a recent example of excited state multiplicity playing a role in homolytic vs heterolytic cleavages, see: Jiménez, M. C.; Miranda, M. A.; Tormos, R. Heterocycles 1996, 43, 339.
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Nitrogen was purified by being passed through an Ace-Burlitch inert atmosphere system containing a column packed with a BASF R3-11 catalyst followed by another column packed with Aquasorb drying agent.
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