Diels—Alder Reactions of 9-Substituted Anthracenes. VI. 9-Anthryl Acetate, 9-Methoxyanthracene, and 9,10-Dimethoxyanthracene¹

1H chemical shifts in NMR: Part 19. Carbonyl anisotropies and steric effects in aromatic aldehydes and ketones

“…18 The NMR spectra of indanone (7), 9-acetylanthracene (14) and benzosuberone were obtained at GSK, using a Bruker Avance spectrometer operating at 700.13 MHz for the proton experiments, a Bruker Avance spectrometer operating at 500.13 MHz for the carbon, HSQC and HMBC experiments and a Bruker Avance spectrometer operating at 399.87 MHz for the NOE experiments. 9-Methoxyanthracene was synthesized by methylating the enol tautomer of anthrone according to Meek et al 19 .…”

Reversible σ‐Dimerizations of Persistent Organic Radical Cations

“…[13] Cyclic voltammetry of them in CH 2 Cl 2 at room temperature with nBu 4 N[Al(OR F ) 4 ] [14] as a supporting electrolyte showed well-defined reversible oxidation waves at different scans ( Figure 1; Supporting Information, Figure S1), indicating radical cations 1C + , 2C + , and 3C + are stable under these conditions. [13] Cyclic voltammetry of them in CH 2 Cl 2 at room temperature with nBu 4 N[Al(OR F ) 4 ] [14] as a supporting electrolyte showed well-defined reversible oxidation waves at different scans ( Figure 1; Supporting Information, Figure S1), indicating radical cations 1C + , 2C + , and 3C + are stable under these conditions.…”

“…The 9,10-dialkoxyanthracenes (1, 2, and 3) were prepared according to the literature. [13] Cyclic voltammetry of them in CH 2 Cl 2 at room temperature with nBu 4 N[Al(OR F ) 4 ] [14] as a supporting electrolyte showed well-defined reversible oxidation waves at different scans ( Figure 1; Supporting Information, Figure S1), indicating radical cations 1C + , 2C + , and 3C + are stable under these conditions. However, cyclic Scheme 1.…”

Fused Dihydrodibenzobarrelene (Dibenzobicylco[2.2.2]octadiene) and Lactone Rings via Tandem Diels‐Alder and Condensation Reactions of Dialkyl Fumarates and 9‐Anthracenemethanol

“…It has been well established that when in combination with a suitable dienophile, anthracenes will readily undergo Diels‐Alder reactions to form bicyclic compounds . Once formed, these structures can undergo several reactions via either chemical substitution, photoisomerization, or photorearrangement to form a variety of different structures .…”

“…It has been well established that when in combination with a suitable dienophile, anthracenes will readily undergo Diels-Alder reactions to form bicyclic compounds. [1][2][3] Once formed, these structures can undergo several reactions via either chemical substitution, photoisomerization, or photorearrangement to form a variety of different structures. [4][5][6][7][8][9][10][11][12][13] One such example of these complex structures that can undergo secondary reactions to form further complex multicyclic structures, is bicy-clic adducts with a fused lactone ring.…”