First C3v-symmetrical calix[6](aza)crown.
Identifieur interne : 000342 ( PubMed/Corpus ); précédent : 000341; suivant : 000343First C3v-symmetrical calix[6](aza)crown.
Auteurs : Ivan Jabin ; Olivia ReinaudSource :
- The Journal of organic chemistry [ 0022-3263 ] ; 2003.
Abstract
The first C(3v)-symmetrical calix[6](aza)crown 8 has been obtained in five steps from X(6)H(3)Me(3) 3. The key-step introduction of the triple bridge at the small rim has been achieved through reaction of a tris-arylsulfonamide derivative of tren 1 and tris-tosylcalix[6]arene 6. A (1)H NMR study has shown that the tripodal cap rigidifies the whole edifice, preventing ring inversion and constraining the calixarene core in a straight cone conformation.
DOI: 10.1021/jo026642h
PubMed: 12713340
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">First C3v-symmetrical calix[6](aza)crown.</title><author><name sortKey="Jabin, Ivan" sort="Jabin, Ivan" uniqKey="Jabin I" first="Ivan" last="Jabin">Ivan Jabin</name><affiliation><nlm:affiliation>URCOM, Université du Havre, Faculté des Sciences et Techniques, 25 rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France. ivan.jabin@univ-lehavre.fr</nlm:affiliation></affiliation></author><author><name sortKey="Reinaud, Olivia" sort="Reinaud, Olivia" uniqKey="Reinaud O" first="Olivia" last="Reinaud">Olivia Reinaud</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2003">2003</date><idno type="RBID">pubmed:12713340</idno><idno type="pmid">12713340</idno><idno type="doi">10.1021/jo026642h</idno><idno type="wicri:Area/PubMed/Corpus">000342</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">First C3v-symmetrical calix[6](aza)crown.</title><author><name sortKey="Jabin, Ivan" sort="Jabin, Ivan" uniqKey="Jabin I" first="Ivan" last="Jabin">Ivan Jabin</name><affiliation><nlm:affiliation>URCOM, Université du Havre, Faculté des Sciences et Techniques, 25 rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France. ivan.jabin@univ-lehavre.fr</nlm:affiliation></affiliation></author><author><name sortKey="Reinaud, Olivia" sort="Reinaud, Olivia" uniqKey="Reinaud O" first="Olivia" last="Reinaud">Olivia Reinaud</name></author></analytic><series><title level="j">The Journal of organic chemistry</title><idno type="ISSN">0022-3263</idno><imprint><date when="2003" type="published">2003</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The first C(3v)-symmetrical calix[6](aza)crown 8 has been obtained in five steps from X(6)H(3)Me(3) 3. The key-step introduction of the triple bridge at the small rim has been achieved through reaction of a tris-arylsulfonamide derivative of tren 1 and tris-tosylcalix[6]arene 6. A (1)H NMR study has shown that the tripodal cap rigidifies the whole edifice, preventing ring inversion and constraining the calixarene core in a straight cone conformation.</div></front></TEI><pubmed><MedlineCitation Status="PubMed-not-MEDLINE" Owner="NLM"><PMID Version="1">12713340</PMID><DateCreated><Year>2003</Year><Month>4</Month><Day>25</Day></DateCreated><DateCompleted><Year>2003</Year><Month>12</Month><Day>10</Day></DateCompleted><DateRevised><Year>2003</Year><Month>4</Month><Day>25</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0022-3263</ISSN><JournalIssue CitedMedium="Print"><Volume>68</Volume><Issue>9</Issue><PubDate><Year>2003</Year><Month>May</Month><Day>2</Day></PubDate></JournalIssue><Title>The Journal of organic chemistry</Title><ISOAbbreviation>J. Org. Chem.</ISOAbbreviation></Journal><ArticleTitle>First C3v-symmetrical calix[6](aza)crown.</ArticleTitle><Pagination><MedlinePgn>3416-9</MedlinePgn></Pagination><Abstract><AbstractText>The first C(3v)-symmetrical calix[6](aza)crown 8 has been obtained in five steps from X(6)H(3)Me(3) 3. The key-step introduction of the triple bridge at the small rim has been achieved through reaction of a tris-arylsulfonamide derivative of tren 1 and tris-tosylcalix[6]arene 6. A (1)H NMR study has shown that the tripodal cap rigidifies the whole edifice, preventing ring inversion and constraining the calixarene core in a straight cone conformation.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Jabin</LastName><ForeName>Ivan</ForeName><Initials>I</Initials><AffiliationInfo><Affiliation>URCOM, Université du Havre, Faculté des Sciences et Techniques, 25 rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France. ivan.jabin@univ-lehavre.fr</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Reinaud</LastName><ForeName>Olivia</ForeName><Initials>O</Initials></Author></AuthorList><Language>ENG</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>J Org Chem</MedlineTA><NlmUniqueID>2985193R</NlmUniqueID><ISSNLinking>0022-3263</ISSNLinking></MedlineJournalInfo></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2003</Year><Month>4</Month><Day>26</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2003</Year><Month>4</Month><Day>26</Day><Hour>5</Hour><Minute>1</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2003</Year><Month>4</Month><Day>26</Day><Hour>5</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">12713340</ArticleId><ArticleId IdType="doi">10.1021/jo026642h</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
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