100994-20-5Relevant articles and documents
Synthesis of Heterophanes Containing the Pyridine, Furan, and Thiophene Rings by the TosMIC Method
Shinmyozu, Teruo,Hirai, Yoshio,Inazu, Takahiko
, p. 1551 - 1555 (2007/10/02)
(2,5)- and (2,6)pyridinophanes as well as metacyclo(2,5)furanophane (20) and metacyclo(2,5)thiophenophane (23) have been synthesized by the conventional or modified TosMIC coupling reaction, followed by acid treatment and reduction. 1H NMR data suggest that the stable conformation of the metacyclophane-2,11-dione system (3,6,19, and 22) is anti, whereas that of the metacyclophane system (4, 7, 20, and 23) is syn.In (2,5)pyridinophanes (17a-d) the average deshielding effects for protons located pseudogeminal and pseudoortho to a nitrogen atom are found to be 0.28 and 0.15 ppm, respectively, as compared to those pseudopara to the nitrogen.