Non-conventional Aromatic Electrophilic Reactions Occurring via "ipso" Arenium Ion Intermediates
| Project/Area Number |
60470024
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| Research Category |
Grant-in-Aid for General Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
有機化学一般
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| Research Institution | Ehime University |
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Principal Investigator |
SUZUKI Hitomi Professor, 理学部, 教授 (50025342)
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| Project Period (FY) |
1985 – 1986
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| Project Status |
Completed (Fiscal Year 1986)
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| Budget Amount *help |
¥7,700,000 (Direct Cost: ¥7,700,000)
Fiscal Year 1986: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1985: ¥7,200,000 (Direct Cost: ¥7,200,000)
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| Keywords | Aromatics / Nitration / Electrophilic Reaction / 反応機構 |
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| Research Abstract |
Non-conventional reactions of benzenoid compounds which occur as a consequence of "ipso" attack of electrophiles have been investigated, with a special emphasis on the elucidation of the anomalies observed during the side-chain nitration of polysubstituted arenes; nitrooxylation with <HNO_3> / <CH_2> <Cl_2> and nitration with <HNO_3> / <(CH_3CO)_2> O. Based on the evidence obtained from product variations with substituents, electrochemical nitrodecarboxylation of arylacetates, and ESR examination of the initial stage of the side-chain reactions, a proposal is made that the side-chain substitution of polysubstituted arenes occurs via heterolytic path with <HNO_3> / <CH_2> <Cl_2> and via a homolytic path with <HNO_3> / <(CH_3CO)_2> O. The first isolation of a proposed methylenecyclohexadiene intermediate for the side-chain substitution of arenes under heterolytic conditions is also included.
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Report
(1 results)
Research Products
(6 results)
