62155-71-9Relevant academic research and scientific papers
Multibridged [3(n)]cyclophanes, 7. - Improved synthesis, structure, and cycloaddition reaction of [34](1,2,4,5)cyclophane
Sentou, Wakana,Satou, Teizi,Yasutake, Mikio,Lim, Chultack,Sakamoto, Youichi,Itoh, Tetsuji,Shinmyozu, Teruo
, p. 1223 - 1231 (2007/10/03)
The modified synthetic route to [34](1,2,4,5)cyclophane (3) provides gram quantities of this compound in fewer steps than the conventional routes. The cycloaddition of 3 with dicyanoacetylene (12) gave barrelenophane 13, which was transformed i
Synthesis of n> Cyclophanes and Related Compounds by Alkylation of Tosylmethyl Isocyanide with Bis(bromoethyl)benzenes
Sasaki, Hideaki,Kitagawa, Tokujiro
, p. 2868 - 2878 (2007/10/02)
Bis(2-isocyano-2-tosylethyl)benzenes (12a, 12b, and 12c), synthesized by the reaction of tosylmethyl isocyanide (7) with bis(bromomethyl)benzenes (11a, 11b, and 11c) in 2:1 molar ratio, reacted again with 11a, 11b, and 11c under phase-transfer conditions
Carbene Isertion into Metacyclophane-1,10-dione: A Convenient Route to - and -Metacyclophanes
Krois, Daniel,Lehner, Harald
, p. 477 - 481 (2007/10/02)
Ring enlargement of metacyclophane-1,10-dione (1) with diazomethane conveniently affords - and -metacyclophanes.The homologues metacyclophane-1,11- and -2,11-diones (2a and b), thus obtained, were used for the synthesis of metacyclophane-1,10-diene (5) and the parent hydrocarbon metacyclophane (4). Metacyclophane-1,12-, -1,11- and -2,11-diones (6a-c), prepared by regioselective carbene insertion into (2a) and (2b) with diazomethane, served as intermediates in the synthesis of metacyclophane (8).The reactivity of the carbonyl groups of oxometacyclophanes decreases with ring size and thus correlates with ring strain.In contrast to (6a-c), the metacyclophanediones (2a and 2b) form hemiacetals when dissolved in methanol.
