Intramolecular direct arylation in an A,C-functionalized calix[4]arene
Barton OG, Neumann B, Stammler H-G, Mattay J (2008)
Organic & Biomolecular Chemistry 6(1): 104-111.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Einrichtung
Abstract / Bemerkung
A recently developed efficient method for intramolecular direct arylation is employed on a doubly functionalized calix[4] arene fixed in the cone conformation. The reaction takes place in high yield leading to meta substituted calix[4]arenes. The functionalities are located at two opposite aromatic rings and the two possible diastereomers 1a and 1b are obtained in a 1 : 1 ratio. Full sets of data including crystal structures for both isomers are presented. The NMR data reveal that even at temperatures up to 120 degrees C both isomers are fixed in a flattened cone conformation with the substituted aromatic units pointing outwards.
Erscheinungsjahr
2008
Zeitschriftentitel
Organic & Biomolecular Chemistry
Band
6
Ausgabe
1
Seite(n)
104-111
ISSN
1477-0520
eISSN
1477-0539
Page URI
https://pub.uni-bielefeld.de/record/1631090
Zitieren
Barton OG, Neumann B, Stammler H-G, Mattay J. Intramolecular direct arylation in an A,C-functionalized calix[4]arene. Organic & Biomolecular Chemistry. 2008;6(1):104-111.
Barton, O. G., Neumann, B., Stammler, H. - G., & Mattay, J. (2008). Intramolecular direct arylation in an A,C-functionalized calix[4]arene. Organic & Biomolecular Chemistry, 6(1), 104-111. https://doi.org/10.1039/b713357j
Barton, Olaf G., Neumann, Beate, Stammler, Hans-Georg, and Mattay, Jochen. 2008. “Intramolecular direct arylation in an A,C-functionalized calix[4]arene”. Organic & Biomolecular Chemistry 6 (1): 104-111.
Barton, O. G., Neumann, B., Stammler, H. - G., and Mattay, J. (2008). Intramolecular direct arylation in an A,C-functionalized calix[4]arene. Organic & Biomolecular Chemistry 6, 104-111.
Barton, O.G., et al., 2008. Intramolecular direct arylation in an A,C-functionalized calix[4]arene. Organic & Biomolecular Chemistry, 6(1), p 104-111.
O.G. Barton, et al., “Intramolecular direct arylation in an A,C-functionalized calix[4]arene”, Organic & Biomolecular Chemistry, vol. 6, 2008, pp. 104-111.
Barton, O.G., Neumann, B., Stammler, H.-G., Mattay, J.: Intramolecular direct arylation in an A,C-functionalized calix[4]arene. Organic & Biomolecular Chemistry. 6, 104-111 (2008).
Barton, Olaf G., Neumann, Beate, Stammler, Hans-Georg, and Mattay, Jochen. “Intramolecular direct arylation in an A,C-functionalized calix[4]arene”. Organic & Biomolecular Chemistry 6.1 (2008): 104-111.
Daten bereitgestellt von European Bioinformatics Institute (EBI)
3 Zitationen in Europe PMC
Daten bereitgestellt von Europe PubMed Central.
Inherently Chiral Calixarenes: Synthesis and Applications.
Arnott GE., Chemistry 24(8), 2018
PMID: 28809457
Arnott GE., Chemistry 24(8), 2018
PMID: 28809457
The synthesis of lactone-bridged 1,3,5-triphenylbenzene derivatives as pi-expanded coumarin triskelions.
Hintz HA, Sortedahl NJ, Meyer SM, Decato DA, Dahl BJ., Tetrahedron Lett 58(50), 2017
PMID: 29430066
Hintz HA, Sortedahl NJ, Meyer SM, Decato DA, Dahl BJ., Tetrahedron Lett 58(50), 2017
PMID: 29430066
Recent advances in aryl-aryl bond formation by direct arylation.
McGlacken GP, Bateman LM., Chem Soc Rev 38(8), 2009
PMID: 19623360
McGlacken GP, Bateman LM., Chem Soc Rev 38(8), 2009
PMID: 19623360
17 References
Daten bereitgestellt von Europe PubMed Central.
Vysotsky, 2001
Gutsche, 1998
Mandolini, 2000
Ikeda, J. Chem. Soc., Perkin Trans. 1 (), 1996
Efficient syntheses and resolutions of inherently chiral calix[4]quinolines in the cone and partial-cone conformation.
Miao R, Zheng QY, Chen CF, Huang ZT., J. Org. Chem. 70(19), 2005
PMID: 16149797
Miao R, Zheng QY, Chen CF, Huang ZT., J. Org. Chem. 70(19), 2005
PMID: 16149797
Amato, Eur. J. Org. Chem. (), 2005
Mastalerz, Eur. J. Org. Chem. (), 2006
Catalytic direct arylation with aryl chlorides, bromides, and iodides: intramolecular studies leading to new intermolecular reactions.
Campeau LC, Parisien M, Jean A, Fagnou K., J. Am. Chem. Soc. 128(2), 2006
PMID: 16402846
Campeau LC, Parisien M, Jean A, Fagnou K., J. Am. Chem. Soc. 128(2), 2006
PMID: 16402846
Campeau, Aldrichimica Acta 40(), 2007
Casnati, Gazz. Chim. Ital. 126(), 1996
Vreekamp, Recl. Trav. Chim. Pays-Bas 115(), 1996
Iwamoto, J. Org. Chem. 56(), 1991
Araki, Chem. Lett. 29(), 2000
Jaime, J. Org. Chem. 56(), 1991
Anion allosteric effect in the recognition of tetramethylammonium salts by calix[4]arene cone conformers.
Arduini A, Giorgi G, Pochini A, Secchi A, Ugozzoli F., J. Org. Chem. 66(25), 2001
PMID: 11735507
Arduini A, Giorgi G, Pochini A, Secchi A, Ugozzoli F., J. Org. Chem. 66(25), 2001
PMID: 11735507
Copper-catalyzed coupling of aryl iodides with aliphatic alcohols.
Wolter M, Nordmann G, Job GE, Buchwald SL., Org. Lett. 4(6), 2002
PMID: 11893199
Wolter M, Nordmann G, Job GE, Buchwald SL., Org. Lett. 4(6), 2002
PMID: 11893199
Arduini, Tetrahedron 52(), 1996
Export
Markieren/ Markierung löschen
Markierte Publikationen
Web of Science
Dieser Datensatz im Web of Science®Quellen
PMID: 18075654
PubMed | Europe PMC
Suchen in