Selected synthetic strategies to cyclophanes

• Sambasivarao Kotha,
• Mukesh E. Shirbhate and
• Gopalkrushna T. Waghule

Beilstein J. Org. Chem. 2015, 11, 1274–1331, doi:10.3762/bjoc.11.142

• diverse crownophanes by using a cross-enyne metathesis and Diels–Alder (DA) reaction as key steps. Here, the macrocycles 146 and 149 were subjected to a cross-enyne metathesis protocol with ethylene to generate the dienes 147 and 150, respectively. These dienes were subjected to a DA reaction with

• different dienophiles followed by aromatization which gave the crownophanes (e.g., 148 and 151) (Scheme 22). Cross metathesis: In 1992, (−)-cylindrocyclophane A (156) and (−)-cylindrocyclophane F (155) were isolated by Moore and co-workers [143] from a blue-green algae belonging to Cylindrospermum

The preparation of new functionalized [2.2]paracyclophane derivatives with N-containing functional groups

• Henning Hopf,
• Swaminathan Vijay Narayanan and
• Peter G. Jones

Beilstein J. Org. Chem. 2015, 11, 437–445, doi:10.3762/bjoc.11.50

• preparation of various cyclophanes bearing substituents with nitrogen-containing functional groups, e.g., the pseudo-ortho diamine 8, the bis secondary amine 23, and the crownophanes 18 and 19. Several of these new cyclophane derivatives (18, 19, 22, 26, 28) have been characterized by X-ray structural

• analysis. Keywords: azides; crownophanes; cyclophanes; isocyanates; stereochemistry; X-ray analysis; Introduction Although hundreds of mono- und disubstituted derivatives of [2.2]paracyclophane [3][4] have been described since its initial preparation [5], relatively little is known about more highly