Reaction of nucleophiles with bridgehead carbocations derived from 1-bromobicyclo[2.2.2]octanes and 1-bromobicyclo[3.3.1]nonanes
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The Department of Chemistry seeks to provide students with a foundation in the fundamentals and application of chemical theories and processes of the lab. Thus prepared they me pursue careers as teachers, industry supervisors, or research chemists in a variety of domains (governmental, academic, etc).
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The Department of Chemistry was founded in 1880.
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1880-present
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- College of Liberal Arts and Sciences (parent college)
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Abstract
Both intramolecular and intermolecular reactions of bridgehead carbocations are described. The carbocations are best generated from the corresponding halide with silver triflate. The carbocations reacted effectively with allyltrimethylsilane, ethyl acetoacetate, benzene, and enol silyl ethers. Bridgehead radicals were also examined.
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Reprinted (adapted) with permission from The Journal of Organic Chemistry, 50(23); 4605-4608. Doi: 10.1021/jo00223a035. Copyright 1985 American Chemical Society.