| Protonated Carbonic Acid and Reactive Intermediates in the Acidic Decarboxylation of Indole-Carboxylic Acids. | |
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MedLine Citation:
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PMID: 22804752 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Elucidation of the mechanism for decarboxylation of indole-carboxylic acids over a wide range of solution acidity reveals the importance of protonated carbonic acid (PCA) as a reaction intermediate. In concentrated acid, the initial addition of water to the carboxyl group of an indole-carboxylic acid leads to a hydrated species that is capable of releasing PCA upon rate-determining carbon-carbon bond cleavage. The overall process is catalytic in water and acid, and implicates PCA as a potential carboxylating reagent in the microscopic reverse reaction. |
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Authors:
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Adelle A Vandersteen; Scott O C Mundle; Ronald Kluger |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-7-17 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: - ISSN: 1520-6904 ISO Abbreviation: - Publication Date: 2012 Jul |
Date Detail:
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Created Date: 2012-7-18 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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