0000000000146771

AUTHOR

Tiina Maaninen

Acyclic imidoselenium(ii) dihalides: synthesis and X-ray structures of ClSe[N(But)Se]nCl (n = 1, 2)

The reaction of SeCl2 with tert-butylamine in THF yields the acyclic imidoselenium(II) dichlorides ClSeN(But)NSeCl and ClSeN(But)SeN(But)SeCl, in addition to the six-membered ring Se3(NBut)3.

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Experimental and Theoretical Investigations of Structural Trends for Selenium(IV) Imides and Oxides: X-ray Structure of Se3(NAd) 2

The thermal decomposition of Se(NAd)(2) (Ad = 1-adamantyl) in THF was monitored by (77)Se NMR and shown to give the novel cyclic selenium imide Se(3)(NAd)(2) as one of the products. An X-ray structural determination showed that Se(3)(NAd)(2) is a puckered five-membered ring with d(Se-Se) = 2.404(1) A and |d(Se-N)| = 1.873(4) A. On the basis of (77)Se NMR data, other decomposition products include the six-membered ring Se(3)(NAd)(3), and the four-membered rings AdNSe(micro-NAd)(2)SeO and OSe(micro-NAd)(2)SeO. The energies for the cyclodimerization of E(NR)(2) and RNEO (E = S, Se; R = H, Me, (t)Bu, SiMe(3)), and the cycloaddition reactions of RNSeO with E(NR)(2), RNSO(2) with Se(NR)(2), and S…

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Experimental and Theoretical Investigations of Structural Trends for Selenium(IV) Imides and Oxides: X-ray Structure of Se3(NAd)2

The thermal decomposition of Se(NAd)2 (Ad = 1-adamantyl) in THF was monitored by 77Se NMR and shown to give the novel cyclic selenium imide Se3(NAd)2 as one of the products. An X-ray structural determination showed that Se3(NAd)2 is a puckered five-membered ring with d(Se−Se) = 2.404(1) Å and |d(Se−N)| = 1.873(4) Å. On the basis of 77Se NMR data, other decomposition products include the six-membered ring Se3(NAd)3, and the four-membered rings AdNSe(μ-NAd)2SeO and OSe(μ-NAd)2SeO. The energies for the cyclodimerization of E(NR)2 and RNEO (E = S, Se; R = H, Me, tBu, SiMe3), and the cycloaddition reactions of RNSeO with E(NR)2, RNSO2 with Se(NR)2, and S(NR)2 with Se(NR)2 have been calculated at…

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Formation, Structural Characterization, and Calculated NMR Chemical Shifts of Selenium-Nitrogen Compounds from SeCl4 and ArNHLi (Ar = supermesityl, mesityl)

Supermesityl selenium diimide [Se{N(C6H2tBu3-2, 4, 6)}2; Se{N(mes*)}2] can be prepared in a good yield from the reaction of SeCl4 and (mes*)NHLi. The molecule adopts an unprecedented anti, anti-conformation, as deduced by DFT calculations at PBE0/TZVP level of theory and supported by 77Se NMR spectroscopy and a crystal structure determination. An analogous reaction involving (C6H2Me3-2, 4, 6)NHLi [(mes)NHLi] unexpectedly lead to the reduction of selenium and afforded the selenium diamide Se{NH(mes)}2 that was characterized by X-ray crystallography and 77Se NMR spectroscopy. The Se-N bonds of 1.847(3) and 1.852(3) A show normal single bond lengths. The <NSeN bond angle of 109.9(1)° also indi…

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Selenium Imides:  77Se NMR Investigations of the SeCl2−tBuNH2 Reaction and X-ray Structures of Se3(NtBu)3, tBuNSe(μ-NtBu)2SO2, and tBuNSe(μ-NtBu)2SeO

The reaction of SeCl2 with tert-butylamine in various molar ratios in THF at −78 °C has been investigated by 77Se NMR spectroscopy. In addition to the known Se−N heterocycles Se6(NtBu)2 (1) and Se9(NtBu)6 (2), the acyclic imidoselenium(II) dichlorides ClSe[N(tBu)Se]nCl (4, n = 1; 5, n = 2) and two new cyclic selenium imides [Se3(NtBu)2]n (3, n = 1 or 2) and Se3(NtBu)3 (6) have been isolated and identified. An X-ray analysis shows that 6 is a six-membered ring in a chair conformation with |d(Se−N)| = 1.833 A. Crystal data:  6, trigonal, P3c1, a = 9.8660(3) A, c = 20.8427(7) A, V = 1757.0(1) A3, Z = 6. The 1H, 13C, and 77Se NMR data for 1−6 are reported, and some reassignments of earlier lite…

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