Structure and Bonding in Bis(1‐naphthyl) Diselenide and Bis{[2‐(N,N‐dimethylamino)methyl]phenyl} Tetraselenide,and Their Brominated Derivatives |
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Authors: | Esther M Takaluoma Teemu T Takaluoma Raija Oilunkaniemi Risto S Laitinen |
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Institution: | Laboratory of Inorganic Chemistry, Center for Molecular Materials, University of Oulu, P.O. Box 3000, 90014 University of Oulu, Finland |
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Abstract: | The formation and crystal structures of bis(1‐naphthyl) diselenide ( 1 ) and bis{2‐(N,N‐dimethylamino)methyl]phenyl} tetraselenide ( 2 ) are described. Whereas 1 can be produced in good yields, 2 is formed only as a minor product together with the known main product, bis{2‐(N,N‐dimethylamino)methyl]phenyl} diselenide. The composition of the reaction mixture is semi‐quantitatively estimated by 77Se NMR spectroscopy and DFT calculations. The effect of the n2→σ*(Se–Se) and π→σ*(Se–Se) secondary bonding interactions on the Se–Se bonds is discussed both by DFT calculations and comparison with literature, as available. The bromination of 1 yields monomeric (1‐naphthyl)selenenyl bromide ( 3 ) in good yields. That of the reaction mixture of (C6H4CH2NMe2)Sex (x = 2–4) and Se8 afforded (C6H4CH2NMe2H)2SeBr4] ( 4 ) and (C6H4CH2NMe2H)2SeBr6] ( 5 ) in addition to (C6H4CH2NMe2)SeBr, which has been previously reported. |
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Keywords: | Bis(1‐naphthyl) diselenide Bis{[2‐(N N‐dimethylamino)methyl]phenyl} tetraselenide Crystal structures NMR spectroscopy DFT calculations |
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