Iodination of organic compounds VIA organoborane intermediates : New Methods
Date Issued
June 1, 1981
Author(s)
Gooch, Edgar Eugene
Advisor(s)
George W. Kabalka
Additional Advisor(s)
Fred M. Schell
George K. Schweizer
Abstract
The Incorporation of iodine into organic molecules can "be accomplished through the use of organoboranes as synthetic intermediates. However, the iodination of organoboranes with molecular iodine is not suitable for the efficient incorporation of radioiodine into organic molecules since one-half of the radionuclide is lost as iodide.
The iodination of organoboranes, vinylboronic acids and arylboronic acids was studied, using iodine monochloride or sodium iodide/chloramine-T, Both synthetic methods were rapid and efficient methods for iodinating organic substrates, including those with functional groups.
The reactions provided maximum utilization of radioiodine in the synthesis of iodine-125 labeled compounds, both in preliminary tracer studies, and in experiments using carrier-free iodine-125.
Degree
Doctor of Philosophy
Major
Chemistry
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Thesis81b.G662.pdf
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