Photochemical Synthesis and Properties of 1,6- and1,8-Naphthalenophanes

Molecules

Pablo Wessig¹ 

[1] Institut für Chemie, Universität Potsdam, Karl-Liebknecht-Str. 24-25, D-14476 Potsdam, Germany

关键词: photo-dehydro-Diels-Alder reaction;    naphthalenophanes;    atropisomerism;    dynamic NMR;    dynamic HPLC;   

DOI  :  10.3390/molecules18011314

来源: mdpi

【 摘 要 】

Various 1,6- and 1,8-naphthalenophanes were synthesized by using thePhoto-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds areeasily accessible from w-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.