Spin selectivity in the oxygenation of singlet phenylhalocarbenes with oxygen |
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Authors: | Taiki MakiharaTakayuki Nojima Katsuya IshiguroYasuhiko Sawaki |
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Affiliation: | Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan |
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Abstract: | Singlet phenylhalocarbenes are shown to react with triplet oxygen and the apparent spin-forbidden oxygenation rates are strongly dependent on substituents, i.e. in the decreasing order of Br>Cl?F for halogen and of p-NO2>H?p-MeO for p-substituents. These results suggest the oxygenation of triplet halocarbene equilibrated with ground-state singlet, resulting in the first estimation of energy difference between the singlet and triplet states. |
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Keywords: | carbenes and carbenoids oxygenation halogens and compounds mechanisms |
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