Published in
Canadian Science Publishing, Canadian Journal of Chemistry, 4(95), p. 450-453, 2017
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A carboxyfunctionalized (24)-1,6-pyrenophane-tetraene by glyoxylic Perkin condensation
Journal article published in 2017 by
Antoine Robert,
Pierre Dechambenoit 
,
Harald Bock,
Fabien Durola
,
Harald Bock,
Fabien Durola
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Abstract
Without employing high dilution conditions, the fourfold 2+2 Perkin reaction of 1,6-pyrenylene-diglyoxylic acid with its reduction product 1,6-pyrenylene-diacetic acid yields the corresponding tetrameric conjugated macrocycle in 25% overall yield after in-situ esterification. The macrocycle adopts a square fourfold symmetry in the crystal, with near-vertical pyrene walls that alternatingly tilt upwards and downwards.