Regioselective supramolecular catalysis. Exploiting multiple binding motifs in propanediurea molecular clips

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Title: Regioselective supramolecular catalysis. Exploiting multiple binding motifs in propanediurea molecular clips
Authors: Bugnet, Emmanuelle A.1, Nixon, Tracy D.1, Kilner, Colin A.1, Greatrex, Robert1, Kee, Terence P. t.p.kee@chem.leeds.ac.uk
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jul2003, Vol. 44 Issue 29, p5491. 4p.
Subjects: Supramolecular chemistry, Chlorination
Abstract: Molecular clips derived from 2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione promote increased regioselectivity in the SO2Cl2-mediated electrophilic aromatic chlorination of ortho-cresol leading to para/ortho ratios (Rp/o) <25; approximately six times larger than in the absence of the clip. Specific recognition events involving hydrogen-bond, π–π and dative covalent interactions are implicated. [Copyright &y& Elsevier]
Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Molecular clips derived from 2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione promote increased regioselectivity in the SO2Cl2-mediated electrophilic aromatic chlorination of ortho-cresol leading to para/ortho ratios (Rp/o) &lt;25; approximately six times larger than in the absence of the clip. Specific recognition events involving hydrogen-bond, π–π and dative covalent interactions are implicated. [Copyright &amp;y&amp; Elsevier]
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  Data: &lt;i&gt;Copyright of Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder&#39;s express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.&lt;/i&gt; (Copyright applies to all Abstracts.)
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        Value: 10.1016/S0040-4039(03)01259-0
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      – SubjectFull: Chlorination
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              Text: Jul2003
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