4044-73-9Relevant academic research and scientific papers
1,4-Selective Diels - Alder reaction of 9,10-diethynylanthracene with 3,6-difluorobenzyne
Tsuchido, Yoshitaka,Ide, Tomohito,Suzaki, Yuji,Osakada, Kohtaro
, p. 821 - 823 (2015)
Diels - Alder reaction of 9,10-bis(3-hydroxy-3-methyl-1-butynyl)anthracene with 3,6-difluorobenzyne yields the naphthobarrelene derivative via 1,4-addition of difluorobenzyne in a higher yield than the 9,10-adduct having a triptycene core. The DFT calculations revealed that the intermediate for the former reaction is stabilized more significantly by attractive interaction between a fluorine atom at the benzyne ring and a hydrogen atom at the anthracene ring.
