355118-33-1Relevant academic research and scientific papers
Synthesis and conformations of [2.n]metacyclophan-1-ene epoxides and their conversion to [n.1]metacyclophanes
Akther, Thamina,Islam, Md. Monarul,Rahman, Shofiur,Georghiou, Paris E.,Matsumoto, Taisuke,Tanaka, Junji,Redshaw, Carl,Yamato, Takehiko
, p. 3519 - 3527 (2017)
A series of syn- and anti-[2.n]metacyclophan-1-enes have been prepared in good yields by McMurry cyclizations of 1,n-bis(5-tert-butyl-3-formyl-2-methoxyphenyl)alkanes. Significantly, acid catalyzed rearrangements of [2.n]metacyclophan-1-enes afforded [n.1]metacyclophanes in good yield. The ratios of the products are strongly regulated by the number of methylene bridges present. The percentages of the rearrangement products increase with increasing length of the carbon bridges. Characterization and the conformational studies of these products are described. Single crystal X-ray analysis revealed the adoption of syn- and anti-conformations. DFT calculations were carried out to estimate the energy-minimized structures of the synthesized metacyclophanes.
Medium-sized cyclophanes. Part 57. Synthesis, conformations and stereodynamics of [2.n] metacyclophan-1-enes and their conversion to [2.n] metacyclophan-1-ynes
Yamato,Fujita,Abe,Tsuzuki
, p. 728 - 736 (2007/10/03)
anti- and syn-[2.8]Metacyclophan-1-enes 3a, which are both conformationally rigid structures, were prepared in good yields by a McMurry cyclization of 1,8-bis(5-tert-butyl-3-formyl-2-methoxyphenyl)octane 2a. Similarly, McMurry cyclization of 1,10-bis(5-te
