- Synthesis of [n]- and [n.n]Cyclophanes by using Suzuki-Miyaura coupling
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Reaction of the bis-9-BBN adduct of several dienes with 1,3-dibromobenzene via Suzuki coupling leads to a series of [n]metacyclophanes ranging in size from 10 to 17 atom members. In each case, two carbon-carbon bonds are formed in one reaction vessel. However, when the bis-9-BBN adduct of 1,5-hexadiene is coupled with a variety of aryl dihalides, larger [n.n]cyclophanes were formed in preference to the [n]cyclophanes. Four carbon-carbon bonds are formed in this instance. Single-crystal X-ray analyses of these [n.n]cyclophanes reveal interestingly shaped molecules with large cavities.
- Smith, Beverly B.,Hill, Darron E.,Cropp, T. Ashton,Walsh, Rosa D.,Cartrette, David,Hipps, Sherry,Shachter, Amy M.,Pennington, William T.,Kwochka, William R.
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- Revolveneynes: Novel eneyneparacyclophanes by sequential palladium coupling
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The synthesis and initial study of a new series of eneyne-bridged cyclophanes (revolveneynes) are described in which the phenyl rings are free to rotate within the cavity. Either palladium coupling or oxidative dimerization provided rapid access to [14],
- Romero, Miguel A.,Fallis, Alex G.
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p. 4711 - 4714
(2007/10/02)
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- Synthesis and Conformational Properties of Paracyclo(2,5)thiophenoparacyclophanes
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Cyclic diketo sulfides 4 (n=3-8, 10) were condensed with glyoxal to give thiophenophanediones 6.The NMR, IR and UV spectral data of 6 are consistent with the following picture.The thiophene-2,5-dicarbonyl moiety in 6 (n=10) is in the mean molecular plane
- Miyahara, Yuji,Inazu, Takahiko,Yoshino, Tamotsu
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p. 1177 - 1182
(2007/10/02)
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- A 1,10-HOFMANN ELIMINATION. SYNTHESIS OF A PARACYCLOPHANE TETRAENE
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The synthesis of (E,E,E,E)-paracyclophane-1,5,13,17-tetraene via the cyclodimerization of 7,8-divinyl-p-quinodimethane is described.
- Glatzhofer, Daniel T.,Longone, Daniel T.
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p. 4413 - 4416
(2007/10/02)
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