Beilstein Journal of Organic Chemistry (Apr 2015)

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

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

DOI
https://doi.org/10.3762/bjoc.11.50
Journal volume & issue
Vol. 11, no. 1
pp. 437 – 445

Abstract

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The two isomeric bis(isocyanates) 4,12- and 4,16-di-isocyanato[2.2]paracyclophane, 16 and 28, have been prepared from their corresponding diacids by simple routes. The two isomers are versatile intermediates for the 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.

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