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词条 Phosphaalkyne
释义

  1. Structure and properties

  2. History

  3. See Also

  4. References

In chemistry, phosphaalkynes (IUPAC name: alkylidynephosphanes) are organophosphorus compounds that have a phosphorus-carbon triple bond, giving them a general formula of (R-C≡P).[1]

Structure and properties

Phosphaalkynes are heavy structural analogues of nitriles (R-C≡N), i.e. P replaces N in a nitrile. Their reactions are more similar to those of alkynes than nitriles, for example undergoing 1,2-addition reactions and cycloaddition reactions.[1] The presence of the phosphorus lone pair allows then to act as ligands, with their organometallic chemistry being the subject of significant study.[3][4] Illustrative of the ease of the cyclization reactions, CpCo(C2H4)2 reacts below room temperature with t-BuCP to give good yields of CpCo(P2C2(t-Bu)2).[2]

History

In 1950, H. Albers reported the first indication of the existence of H-C≡P. This compound was identified by infrared absorption spectrometry, and its synthesis was improved by Manfred Regitz in 1987. The synthesis of the first kinetically stable phosphaalkyne, tert-Butylphosphaacetylene), was reported in 1981 by Gerd Becker and Werner Uhl.

See Also

  • Cyaphide - The corresponding P≡C anion.

References

{{Commons category|Phosphaalkynes}}
1. ^{{cite journal|author=Regitz, M.|title=Phosphaalkynes: New Building Blocks in Synthetic Chemistry|journal=Chemical Reviews|year=1990|volume=90|pages=191-213|doi=10.1021/cr00099a007}}
2. ^{{cite journal|authors=Binger, P.; Milczarek, R.; Mynott, R.; Krüger, C.; Tsay, Y.-H.; Raabe, E.; Regitz, M.|title=λ3-1,3-Diphosphacyclobutadiene-Cobalt Complexes by Cyclodimerization of λ3-Phosphaalkynes|journal=Chemische Berichte|year=1988|volume=121|pages=637-645|doi=10.1002/cber.19881210409}}
3. ^{{cite journal|author=Nixon, J. F.|title=Recent Developments in the Organometallic Chemistry of Phospha-Alkynes, RC≡P|journal=Coordination Chemistry Reviews |year=1995|volume=145|pages=201-258|doi=10.1016/0010-8545(95)90224-4}}
4. ^{{cite journal |last1=Nixon |first1=John F. |title=Phospha-alkynes, RC≡P: new building blocks in inorganic and organometallic chemistry |journal=Chem. Soc. Rev. |date=1995 |volume=24 |issue=5 |pages=319–328 |doi=10.1039/CS9952400319}}

2 : Organophosphanes|Functional groups

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