173265-29-7Relevant academic research and scientific papers
Synthesis of cyclocholate-capped porphyrins
Bonar-Law, Richard P.,Sanders, Jeremy K. M.
, p. 3085 - 3096 (2007/10/03)
The syntheses of two types of semisynthetic receptor composed of porphyrins capped on one or both faces by a cyclic dilactone of cholic acid (a 7,24-cyclocholate) are presented.The singly capped diarylporphyrin was made by macrolactonisation over a preformed porphyrin and also by porphyrin synthesis beneath a preformed cyclocholate cap.The doubly capped tetraarylporphyrin has been prepared by condensation of an aldehyde-functionalised cyclocholate with pyrrole under equilibrium conditions.A preparatively useful synthesis of 7,24-cyclocholates has been developed, and different conformations of protected and unprotected cyclocholates invoked to explain product distributions in porphyrin-cyclocholate synthesis.The ability of zinc porphyrins to bind basic species such as pyridine, hydrazine and DABCO has been used to support structural assignments and also to catalyse synthetically useful self-acylations and deacylations.
