Dihydroxylated Alkylsulfanyl Phthalonitriles

Hydrogen-bond-driven supramolecular helical assembly of a coumarin-substituted phthalonitrile derivative: synthesis andin vitroanticancer activity against colorectal adenocarcinoma

“…4(a), which shows that the conjugation does not extend over the entire molecular system due to the presence of a flexible C-O-C bond (Ko ¨c ¸et al, 2016). Both of the CN bond lengths of about 1.15 A ˚are within normal values and are in good agreement with previously reported structures (O ¨nal et al, 2018;Tarakci et al, 2015;Zorlu et al, 2013Zorlu et al, , 2014Kumru et al, 2012;Ayari et al, 2019). It is worth mentioning that the weak C-HÁ Á ÁO hydrogen-bonding interactions (C22Á Á ÁO2 = 3.139 A ˚and C23Á Á ÁO2 = 3.180 A ˚; Fig.…”

Bisphthalonitrile with a Disulfide-Based Linker and its Dimethylene Analogue: Comparative Structural Insights

“…S distance is 2.029 (12) shorter than the sum of the van der Waals radii (3.70 Å). C-S bond lengths and C-O bond lengths of the structure are in good agreement with those reported previously in the literature for comparable molecules [27,30]. C-C-C angles ranging from 118.9 (3) …”

“…The interplanar distances between two phthalonitrile aromatic rings are 3.35 Å (pink colored in Figure 5c) and 3.30 Å (blue colored in Figure 5c). The C"N bond distances of the bisphthalonitrile range from 1.137(5) to 1.138(6) Å, and these values are in good agreement with those reported in the literature [19][20][21][22][23][24][25][26][27][28] except C1-N1 bond distance is 1.129(50) Å shorter than expected. In addition, the data are similar to those observed for unsubstituted phthalonitrile [29], evidencing that the molecular intrinsic structure of the phthalonitrile ring is not affected by the presence of the substituents.…”

The synthesis of an octasubstituted monohydroxylated phthalocyanine designed to investigate the effect of the presence of active moieties

“…The commercial availability of hydroxylated thiols is another advantage, and they have been widely used to prepare functionalized phthalocyanines. [13][14][15] Octahexylsulfanyl phthalocyanines are known to be soluble and nonaggregated in a wide range of solvents. Based on these data, we designed the monohydroxylated octaalkylsulfanyl substituted phthalocyanine 1, to be compared with the octahexylsulfanyl substituted phthalocyanine 2 (Fig.…”