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Beilstein J. Org. Chem. 2024, 20, 1320–1326, doi:10.3762/bjoc.20.115
Graphical Abstract
Figure 1: Eunicellane diterpenoids and their biosyntheses. (A) The 6/10-bicyclic hydrocarbon framework is con...
Figure 2: Protonation-mediated cyclization of trans- and cis-eunicellanes. (A) The 2E-trans- and 2E-cis-eunic...
Figure 3: Cope rearrangement in trans-eunicellanes. (A) The 2E-trans-eunicellane undergoes thermal Cope rearr...
Figure 4: Scaffold exploration of the 2E-trans-eunicellane skeleton.
Beilstein J. Org. Chem. 2024, 20, 1037–1052, doi:10.3762/bjoc.20.92
Figure 1: Chemical structures of H-bonding N-heteroacenes synthesized by Miao et al. and Bunz et al. (a) [22,23]. Pr...
Scheme 1: Synthesis of dicyanopyrazinoquinoxaline derivatives 1a–7a.
Scheme 2: Synthesis of bis-alkoxy-substituted π-conjugated phenanthrolines 16a, 16b, 16c, and 16d.
Scheme 3: An alternative synthetic route to access 7a.
Scheme 4: Synthesis of DPQDs 1b–7b from their corresponding DCPQs 1a–7a. *THF/H2O/1,4-dioxane (4:5:1). **in s...
Figure 2: TGA of 1a–6a (a) and 1b–7b (b) obtained at 10 °C/min under nitrogen.
Figure 3: Absorption spectra (20 μM) for a) DCPQs 1a–6a and b) DPQDs 1b–7b in dimethyl sulfoxide.
Figure 4: Calculated HOMO (below) and LUMO (above) energies by DFT analysis (B3LYP/6-31+G* level of theory), ...
Figure 5: Calculated HOMO (below) and LUMO (above) energies by DFT analysis (B3LYP/6-31+G* level of theory), ...
Figure 6: Asymmetric unit of DPQD 2b with important bond lengths highlighted (a). Torsion angles of 4.33° and...