Photochemical Synthesis of Both Strained and Macrocyclic (1,7)Naphthalenophanes
收藏NIAID Data Ecosystem2026-03-09 收录
下载链接：
https://figshare.com/articles/dataset/Photochemical_Synthesis_of_Both_Strained_and_Macrocyclic_1_7_Naphthalenophanes/3848232
下载链接
链接失效反馈官方服务：
资源简介：
Naphthalenophanes
are a special type of cyclophanes. While in the
past (1,5)-, (1,6)-, and (1,8)naphthalenophanes were successfully
prepared by using the photo-dehydro-Diels–Alder (DDA) reaction,
access to (1,7)naphthalenophanes by this method was hitherto unknown.
After numerous unsuccessful attempts to prepare these compounds by
thermal DDA, we found that the photoinitiated variant (PDDA) represents
a very efficient method to [k](1,7)naphthalenophanes 13. The scope ranged from highly strained (k = 11, 12) to macrocyclic products (k = 22, 24).
The extraordinary reactivity could be explained by folded ground-state
geometries of diketones 12 used as reactants of the PDDA.
Furthermore, we calculated the ring-strain energies with the help
of an isodesmic reaction and evaluated structural and spectroscopic
(NMR) consequences of ring strain.
创建时间：
2016-10-03
