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Beilstein J. Org. Chem. 2015, 11, 437–445, doi:10.3762/bjoc.11.50
Graphical Abstract
Figure 1: A selection of highly substituted/functionalized [2.2]paracyclophanes.
Figure 2: A selection of [2.2]paracyclophanes carrying several nitrogen-containing substituents.
Scheme 1: The preparation of 4,12-diamino[2.2]paracyclophane (8).
Scheme 2: Preparation of cyclic and acyclic urethanes from 4,12-diisocyanato[2.2]paracyclophane (16).
Figure 3: (a, above): The molecule of compound 18 in the crystal; ellipsoids represent 50% probability levels...
Scheme 3: LiAlH4-reduction of crownophane 18.
Figure 4: (a, above): The molecule of compound 22 in the crystal; ellipsoids represent 30% probability levels...
Scheme 4: The preparation of several derivatives of 4,16-dicarboxy[2.2]paracyclophane (25) carrying N-contain...
Figure 5: The molecule of compound 26 in the crystal; ellipsoids represent 50% probability levels. Only the a...
Figure 6: (a, above): The molecule of compound 28 in the crystal; ellipsoids represent 50% probability levels...
Beilstein J. Org. Chem. 2014, 10, 2021–2026, doi:10.3762/bjoc.10.210
Scheme 1: [2.2]Paracyclophane derivatives with annelated alicyclic rings.
Scheme 2: The formation of the tetraketone 9 by a Diels–Alder addition.
Scheme 3: The possible structures of the aldols formed from 9.
Figure 1: Structure of 12·CDCl3 in the crystal. Ellipsoids represent 50% probability levels. Selected bond le...
Scheme 4: The mechanism of the aldol cyclization.
Scheme 5: Dehydration of the aldol 12.
Scheme 6: Dehydration of the aldol 15.
Figure 2: Structure of compound 21 in the crystal. Ellipsoids represent 50% probability levels. Selected bond...