79236-93-4Relevant academic research and scientific papers
Novel Transannular Reactions in the Acid Hydrolysis of Diazotized syn- and anti-4-Amino(1,4)naphthalenoparacyclophanes
Takada, Yoshihiro,Tsuchiya, Kazuhiko,Takahashi, Senji,Mori, Nobuo
, p. 2141 - 2145 (2007/10/02)
The diazonium ions derived from the title syn- and anti-4-aminocyclophanes 1a und 4a in aqueous solution undergo transannular reactions to give 17-hydroxy(1,4)naphthalenoparacyclophane 3a and 9,10-dihydro-1,9:4,10-diethano-9,10-ethenoanthracene 6a, respectively.Deuterium-tracer experiments suggest that the reaction of diazotized 1a proceeds via a pathway involving tranannular diazo coupling followed by generation of a 16,17-didehydro intermediate.On the other hand, the reaction pathway of diazotized 4a involves dediazonization followed by transannular electrophilic addition.
NMR STUDY OF 3-t-BUTYL-1-(PARACYCLOPHAN-4-YL)-5-PHENYLVERDAZYL
Neugebauer, F. A.,Fischer, H.,Brunner, H.
, p. 1391 - 1396 (2007/10/02)
NMR measurements on the title verdazyl 5a and on specifically deuterated derivatives 5b-5f gave clear assignments of the proton hyperfine coupling constants.There is no substantial interaction of the unpaired electron with transannular protons.
