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.

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Abstract
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.
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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.
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, B., 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.
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McGlacken GP, Bateman LM., Chem Soc Rev 38(8), 2009
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