Halides Held by Bifurcated Chalcogen-Hydrogen Bonds. Effect of μ(S,N-H)Cl Contacts on Dimerization of Cl(carbene)PdII Species was written by Mikherdov, Alexander S.;Novikov, Alexander S.;Kinzhalov, Mikhail A.;Boyarskiy, Vadim P.;Starova, Galina L.;Ivanov, Alexander Yu.;Kukushkin, Vadim Yu.. And the article was included in Inorganic Chemistry in 2018.Synthetic Route of C9H7ClN2S This article mentions the following:
Addition of 2-thiazolamines with palladium bis-isonitrile complex cis-[PdCl2(CNCy)2] (1) produces acyclic diaminocarbene complexes I (R1 = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4, 3,4-F2C6H3; R2 = H), dimerized by hydrogen bonds. The reaction of 1 with thiazol-2-amines leads to the C,N-chelated diaminocarbene-like complexes [PdCl{C(N(H)4,5-R2-thiazol-2-yl)NHCy}(CNCy)] in the case of 4,5-R2-thiazol-2-amines or gives the diaminocarbene species I for the reaction with 4-aryl-substituted thiazol-2-amines. Inspection of the single-crystal X-ray diffraction data for I suggests that the structures of all these species exhibit previously unrecognized bifurcated chalcogen-hydrogen bonding μ(S,N-H)Cl and also PdII···PdII metallophilic interactions. These noncovalent interactions collectively connect two sym. located mols. resulting in their solid-state dimerization. The existence of the μ(S,N-H)Cl system and its strength (6-9 kcal/mol) were addnl. verified/estimated by a Hirshfeld surface anal. and DFT calculations combined with a topol. anal. of the electron d. distribution within the formalism of Bader’s theory (AIM method) and NBO anal. The observed noncovalent interactions are jointly responsible for the dimerization of I not only in the solid phase but also in CHCl3 solutions, as predicted theor. by DFT calculations and confirmed exptl. by FTIR, HRESI-MS, 1H NMR, and diffusion coefficient NMR measurements. Available CCDC data were processed under the new moiety angle, and the observed μ(S,E-H)Cl systems were classified accordingly to E (E = N, O, C) type atoms. In the experiment, the researchers used many compounds, for example, 4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3Synthetic Route of C9H7ClN2S).
4-(4-Chlorophenyl)thiazol-2-amine (cas: 2103-99-3) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Synthetic Route of C9H7ClN2S
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica