Stable Versions of Transient Push-Pull Carbenes: Extending Lifetimes from Nanoseconds to Weeks
A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30°C;. Its chemical behavior exactly matches that of its transient congeners, even to the extent that subtle effects, such as the recently discovered weak π interaction with aromatics, are obser...
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| Published in | Science (American Association for the Advancement of Science) Vol. 288; no. 5467; pp. 834 - 836 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
Washington, DC
American Society for the Advancement of Science
05.05.2000
American Association for the Advancement of Science |
| Subjects | |
| Online Access | Get full text |
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| Abstract | A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30°C;. Its chemical behavior exactly matches that of its transient congeners, even to the extent that subtle effects, such as the recently discovered weak π interaction with aromatics, are observed. The influence of substituents on the structure of push-pull carbenes is demonstrated by a single-crystal x-ray diffraction study of a (phosphanyl)[2,6-bis(trifluoromethyl)phenyl]carbene. The lifetime of these molecules makes them accessible to a wider range of standard techniques, allowing their chemical and physical behaviors to be studied in more detail than was previously possible. |
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| AbstractList | A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30 [degrees] C. Its chemical behavior exactly matches that of its transient congeners, even to the extent that subtle effects, such as the recently discovered weak [Pi] interaction with aromatics, are observed. The influence of substituents on the structure of push-pull carbenes is demonstrated by a single-crystal x-ray diffraction study of a (phosphanyl)[2,6-bis(trifluoromethyl) phenyl]carbene. The lifetime of these molecules makes them accessible to a wider range of standard techniques, allowing their chemical and physical behaviors to be studied in more detail than was previously possible. A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to −30°C. Its chemical behavior exactly matches that of its transient congeners, even to the extent that subtle effects, such as the recently discovered weak π interaction with aromatics, are observed. The influence of substituents on the structure of push-pull carbenes is demonstrated by a single-crystal x-ray diffraction study of a (phosphanyl)[2,6-bis(trifluoromethyl)phenyl]carbene. The lifetime of these molecules makes them accessible to a wider range of standard techniques, allowing their chemical and physical behaviors to be studied in more detail than was previously possible. A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30°C;. Its chemical behavior exactly matches that of its transient congeners, even to the extent that subtle effects, such as the recently discovered weak π interaction with aromatics, are observed. The influence of substituents on the structure of push-pull carbenes is demonstrated by a single-crystal x-ray diffraction study of a (phosphanyl)[2,6-bis(trifluoromethyl)phenyl]carbene. The lifetime of these molecules makes them accessible to a wider range of standard techniques, allowing their chemical and physical behaviors to be studied in more detail than was previously possible. |
| Audience | Academic |
| Author | Bertrand, Guy Buron, Christophe Romanenko, Vadim Gornitzka, Heinz |
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| Keywords | Substituent effect Chemical solution Lifetime Molecular structure Stabilization Push pull compound XRD Experimental study Carbenes Phosphorus Organic compounds Crystal structure |
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| Snippet | A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30°C;. Its chemical behavior exactly matches that of... A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30 degrees C. Its chemical behavior exactly matches... A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to −30°C. Its chemical behavior exactly matches that of... A (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30 [degrees] C. Its chemical behavior exactly matches... |
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| SubjectTerms | Alkenes Astronomical objects Carbenes Carbon compounds Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Orbitals Organic compounds Organometalloidal and organometallic compounds Phosphorus Photolysis Physics Pixels Radar Radar tracking Solvents Structure of liquids Structure of solids and liquids; crystallography Structure of specific crystalline solids Time-dependent properties; relaxation |
| Title | Stable Versions of Transient Push-Pull Carbenes: Extending Lifetimes from Nanoseconds to Weeks |
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