Structural and Chemical Consequences of Intramolecular N(O)← Te Coordination in Organotellurium Compounds

Synthesis and structure of N-arylimines of β-tellurocyclohexenals with the intramolecular coordination N→Te bonds

“…As for compounds 2-9, the intramolecular X ! Te coordination warrants T-shaped configuration of the tellurium centers 1 Results of a preliminary structural study of compounds 11a, c were presented in a paper [23]. The angles of turn of N-aryl rings around the N-C bond in the imines 11a and 11c are 36.3°and 21.7°, respectively, whereas in the imines 11b, 11d, e the aryl rings bearing two o-methyl groups are nearly orthogonal to the plane of the rest of the molecules.…”

“…Special attention has been given to the intramolecular coordination O(N) ! Chalc bonds existing in the appropriately functionalized organochalcogen compounds [1,[7][8][9][10][11][12]. According to the estimates based on ab initio and DFT quantum chemical calculations [11,12] and dynamic NMR studies [10,13] the energies of these bonds cover the wide range of values between 20 and 125 kJ mol À1 .…”

“…Recent years have seen a rapidly growing interest in gaining a deeper insight into the nature, chemical, and structural consequences of the non-covalent attractive interaction between chalcogen atom and other electron abundant main group centers [1,2]. Intramolecular and intermolecular interactions of this type define the preferred conformations of organochalcogen compounds, the secondary and tertiary structure of many biologically important compounds such as thiazole and selenazole nucleosides [3] and angiotensin II receptor antagonists [4], the crystal structure and packing features of organic and inorganic chalcogen-containing compounds [1,2,5] and their chemical reactivity [1,6].…”

“…The strength of the bonds increases along the sequence Ch = S, Se, Te and with an increase in electronegativity of a substituent R attached to the chalcogen atom. A clear manifestation of these trends is given by Xray structural determination of a broad series of type 1a-1d compounds, see [1,[14][15][16] for reviews. In all the compounds, the secondary Chalc.…”

“…Intramolecular and intermolecular interactions of this type define the preferred conformations of organochalcogen compounds, the secondary and tertiary structure of many biologically important compounds such as thiazole and selenazole nucleosides [3] and angiotensin II receptor antagonists [4], the crystal structure and packing features of organic and inorganic chalcogen-containing compounds [1,2,5] and their chemical reactivity [1,6]. Special attention has been given to the intramolecular coordination O(N) !…”