| The Phthalocrowns: Isoindoline-Crown Ether Macrocycles. | |
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MedLine Citation:
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PMID: 23186271 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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The reaction of diiminoisoindoline with amine terminated polyethers results in the formation of phthalocrown macrocycles. For n = 1 (where n is the number of ether units), a 2+2 condensation takes place, but for n = 2 and 3, a 1+1 macrocycle formation occurs. The n = 2 phthalocrown is particularly stable due to a strong intramolecular hydrogen bond, but the n = 3 ring hydrolyzes to form a 3-imino-1-oxoisoindoline derivatized crown ether species. For the n = 1 phthalocrown, we observed dynamic behavior in the 1H NMR spectrum, and using VTNMR were able to measure a DeltaG++ = 44.6 kJ/mol for proton exchange. |
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Authors:
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Ingrid-Suzy Tamgho; James T Engle; Christopher John Ziegler |
Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-11-28 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: - ISSN: 1520-6904 ISO Abbreviation: J. Org. Chem. Publication Date: 2012 Nov |
Date Detail:
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Created Date: 2012-11-28 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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