Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 47, Pages 17663-17666Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja407407h
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Funding
- National Institutes of Health [GM068122]
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Kinetics studies with structurally varied aldehydes and ketones in aqueous buffer at pH 7.4 reveal that carbonyl compounds with neighboring acid/base groups form hydrazones at accelerated rates. Similarly, tests of a hydrazine with a neighboring carboxylic acid group show that it also reacts at an accelerated rate. Rate constants for the fastest carbonyl/hydrazine combinations are 2-20 M-1 s(-1), which is faster than recent strain-promoted cycloaddition reactions.
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