## 3 Results and Discussion  
### Synthesis and Characterization  
Themethoxy-thiophenyl functionalized dicyanopyrazine **1** was synthesized and characterized following lately published procedure [41]. The conjugate **1** was subjected to the Linstead macrocyclization reaction using magnesium _n_-butanolate as a base in _n_-butanol (Scheme 1). After refluxing the reaction mixture for 20 h, thin layer chromatography was made and revealed the formation of a distinct dark blue colour macrocycle. Multiple flash column chromatography was performed on a silica gel as the stationary phase using a mixture of dichloromethane and methanol as the mobile phase. New tetrapyrazinoporphyrazine with peripheral menthol-thiophenyl substituents **2** was purified and isolated with 36% yield. Conjugate **2** was characterized using mass spectrometry, NMR spectroscopy (including one- and two-dimensional techniques) and UV-Vis spectrophotometry. In the MALDI mass spectrum of the novel conjugate, a quasimolecular ion \(m/z\) 2434 formed by the addition of a proton was found. Various NMR 1D and 2D techniques, accompanied by literature data allowed to assign hydrogens and carbons to signals appearing in the \({}^{1}\)H and \({}^{13}\)C NMR spectra. There were not many correlations present in the \({}^{1}\)H-\({}^{1}\)H COSY and \({}^{1}\)H-\({}^{13}\)C HMBC NMR spectra. Therefore, signals resulting from the hydrogens belonging to cyclohexane ring (b-f, Figure 1) were assigned following the data obtained in the study and analyzed together with that previously obtained by other authors. It concerns especially [PERSON] et al. who performed a study for structurally similar phthalocyanine with four (D)- or (L)-menthol units at non-peripheral positions [32], as well as conformational analysis made by [PERSON] et al. for menthol diastereomers using NMR and DFT computation [50]. The effects observed in the NMR spectra related to coupling constants and correlation spots were the result of dihedral torsion angles between vicinal hydrogens within cyclohexane-menthoxy chair conformation and reflected the Karplus equation [51]. In the \({}^{1}\)H NMR spectrum of **2** two distinct singlets were found in the aromatic region at 7.96 and 6.69 ppm, which originate from thiophene ring protons (t). In the \({}^{1}\)H NMR spectrum signal of the aliphatic hydrogen atom (a) at carbon atom participating in the ether bond was observed at 4.33 ppm. At ca. 2.5 ppm, two close singlets were noted. The signal at 2.57 ppm belongs to f hydrogens in the cyclohexane ring, located between ether bond carbon and tertiary carbon linked to the methyl group. The signal at 2.49 ppm was assigned to the j hydrogens linked with tertiary carbon within the isopropyl group. Both signals mentioned above exhibit similar integration, which confirms that hydrogens at f position appear in axial and equatorial positions and that the signal at 2.57 ppm results from one of two protons only. Another close signals pair appears in the \({}^{1}\)H NMR at 1.79, and 1.77 ppm and belongs to adjacent c and d hydrogens in the cyclohexane ring. The above-mentioned signals result from one of two hydrogens only, which are present in these positions. The signals from b and e hydrogens at the tertiary carbon atoms of the substituted cyclohexane ring appeared at 1.72 and 1.60 ppm, respectively. Poorly distinguished multiplets at 1.29 ppm, 1.23 ppm, and 0.99 ppm represent the second of the f, c and d hydrogens, respectively. According to the signal integration, the peak appearing at 1.12 ppm was assigned to h methyl group protons within the isopropyl group, and it represents only one of two methyl groups present within this moiety. Close singlets appearing at 1.07 and 1.06 ppm represent two distinguished methyl groups of which the signal at 1.07 ppm represents the second of the h methyl groups within the isopropyl moiety, whereas the signal at 1.06 ppm corresponds to the methyl group g hydrogens. The NMR spectra were also included in the Supporting Information.