Tellurocarbonyl compounds

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General structure of a tellurocarbonyl compound (tellurocarbonyl group drawn in blue , organic remainder = alkyl , aryl or the like):

Telluroaldehyde :
A = org. Remainder, B = H

telluroketone :
A, B = org. Remainder

telluroamide :
A = organic remainder,
B = NH 2 , NHR, NR 1 R 2

tellurourea :
A = NH 2 , NHR, NR 1 R 2 ,
B = NH 2 , NHR 3 , NR 3 R 4

Tellurocarbonyl compounds are carbonyl compounds in which the oxygen atom of a carbonyl group has been replaced by a tellurium atom. Telluroaldehydes are the tellurium analogues of aldehydes and telluroketones are the tellurium analogues of ketones . Telluroamides are the tellurium analogues of amides , telluroureas are tellurium analogues of ureas .

properties

Tellurocarbonyl compounds are more unstable than their sulfur and selenium analogues . Therefore tend telluroketones and Telluroaldehyde for polymerization or for di- or trimerization . Although mesomeric boundary structures have been described for telluroamides , which makes them more stable than telluroaldehydes or telluroketones, these too are unstable. However, they can e.g. B. be stabilized by complexing with subgroup elements . A pungent odor is often described in connection with organic tellurium compounds . In addition, they are often colored substances.

synthesis

For the synthesis of tellurocarbonyl compounds, sodium telluride, bis (dimethylaluminum) tellurium, hydrogen tellurium or elemental tellurium in conjunction with carbenes or benzylides are often used. Analogs of tellurium-containing Lawessons and Woollins' reagent were also used. The products are often not isolatable, so that their existence can only be demonstrated by their Diels-Alder adducts .

See also

Individual evidence

  1. ↑ a b Organotellurium Compounds . In: D, Klamann (Ed.): Methods of Organic Chemistry (Houben-Weyl) . E12b. Thieme, Stuttgart 1990, ISBN 3-13-219904-4 , p. 512-517 .
  2. ↑ ID Sadekov, AA Maksimenko & VI Minkin: Peculiarities in the Reactivity of Telluriumorganic Compounds in Comparison With Their Sulfur and Selenium Analogs . In: Sulfur Reports . tape 9 , no. 5 , 1990, pp. 359-391 , doi : 10.1080 / 01961779008048735 .
  3. ↑ A. Haas & C. Limberg: New synthesis for tellurocarbonyl difluoride . In: CHIMIA International Journal for Chemistry . tape 46 , no. 3 , 1992, ISSN  0009-4293 , pp. 78 .
  4. ↑ GM Li, RA Zingaro, M. Segi, JH Reibenspies & T. Nakajima: Telluroamides and selenoamides. The first crystallographic study of Telluroamides . In: Organometallics . tape 16 , no. 4 , 1997, p. 756-762 , doi : 10.1021 / om960883w .
  5. ↑ Y. Mutoh, N. Kozono, M. Araki, N. Tsuchida, K. Takano & Y. Ishii: Ruthenium Seleno-and Tellurocarbonyl Complexes: Selenium and Tellurium Atom Transfer to a Terminal Carbido Ligand . In: Organometallics . tape 29 , no. 3 , 2010, p. 519-522 , doi : 10.1021 / om901029w .
  6. ↑ T. Chivers & RS Laitinen: Tellurium: a maverick among the chalcogens . In: Chemical Society Reviews . tape 44 , no. 7 , 2015, p. 1725-1739 , doi : 10.1039 / C4CS00434E .
  7. ^ R. Boese, A. Haas & C. Limberg: Preparation, characterization and reactions of tellurocarbonyl difluoride and trifluoromethanetellurenyl iodide . In: Journal of the Chemical Society, Dalton Transactions . tape 17 , 1993, p. 2547-2556 , doi : 10.1039 / DT9930002547 .