A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations

Kato T, Gornitzka H, Baceiredo A, Schoeller W, Bertrand G (2000)
SCIENCE 289(5480): 754-756.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
Diaminocarbocations (or amidinium salts) feature a three-center 4 pi electron system with an open planar structure. Their 2 pi electron three-membered cyclic valence isomers, in which the carbon atom bears a negative charge, are predicted to be about 541 kilojoules per mate higher in energy than the open form. This isomer has not been identified yet. In contrast, the attempted synthesis of a diphosphorus analog of amidinium salts Leads to the cyclic carbanionic form. There is no precedent for such a transformation of a carbocationic center into a carbanionic center, but with the help of heavier main-group elements, numerous examples can be imagined. This approach will enable the preparation of many unknown structural moieties that are difficult or even impossible to access in the corresponding carbon and nitrogen series.
Erscheinungsjahr
2000
Zeitschriftentitel
SCIENCE
Band
289
Ausgabe
5480
Seite(n)
754-756
ISSN
0036-8075
eISSN
1095-9203
Page URI
https://pub.uni-bielefeld.de/record/1619399

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Kato T, Gornitzka H, Baceiredo A, Schoeller W, Bertrand G. A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations. SCIENCE. 2000;289(5480):754-756.
Kato, T., Gornitzka, H., Baceiredo, A., Schoeller, W., & Bertrand, G. (2000). A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations. SCIENCE, 289(5480), 754-756. doi:10.1126/science.289.5480.754
Kato, T., Gornitzka, H., Baceiredo, A., Schoeller, W., and Bertrand, G. (2000). A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations. SCIENCE 289, 754-756.
Kato, T., et al., 2000. A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations. SCIENCE, 289(5480), p 754-756.
T. Kato, et al., “A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations”, SCIENCE, vol. 289, 2000, pp. 754-756.
Kato, T., Gornitzka, H., Baceiredo, A., Schoeller, W., Bertrand, G.: A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations. SCIENCE. 289, 754-756 (2000).
Kato, T, Gornitzka, H, Baceiredo, A, Schoeller, Wolfgang, and Bertrand, G. “A cyclic carbanionic valence isomer of a carbocation: Diphosphino analogs of diaminocarbocations”. SCIENCE 289.5480 (2000): 754-756.

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