Carbon-Carbon Bond Cleavage by the Dianion Mechanism. Small Kinetic Advantage over the Radical Anion Cleavage

Przemyslaw Maslak; Jਚzef Kula; Javier N. Narvaez

doi:10.1021/jo00295a006

Carbon-Carbon Bond Cleavage by the Dianion Mechanism. Small Kinetic Advantage over the Radical Anion Cleavage

Przemyslaw Maslak, Jਚzef Kula, Javier N. Narvaez

Chemistry

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

Carbon-carbon bond cleavage in dianions is faster than in radical anions as expected from thermodynamic considerations. However, in contrast to the radical anion fragmentation, where ΔG^‡ ≅ ΔG, the dianion scission has a much larger intrinsic barrier (ΔG^‡ ≫ ΔG).

Original language	English (US)
Pages (from-to)	2277-2279
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	55
Issue number	8
DOIs	https://doi.org/10.1021/jo00295a006
State	Published - 1990

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00295a006

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title = "Carbon-Carbon Bond Cleavage by the Dianion Mechanism. Small Kinetic Advantage over the Radical Anion Cleavage",

abstract = "Carbon-carbon bond cleavage in dianions is faster than in radical anions as expected from thermodynamic considerations. However, in contrast to the radical anion fragmentation, where ΔG‡ ≅ ΔG, the dianion scission has a much larger intrinsic barrier (ΔG‡ ≫ ΔG).",

author = "Przemyslaw Maslak and Jਚzef Kula and Narvaez, {Javier N.}",

year = "1990",

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journal = "Journal of Organic Chemistry",

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publisher = "American Chemical Society",

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AU - Maslak, Przemyslaw

AU - Kula, Jਚzef

AU - Narvaez, Javier N.

PY - 1990

Y1 - 1990

N2 - Carbon-carbon bond cleavage in dianions is faster than in radical anions as expected from thermodynamic considerations. However, in contrast to the radical anion fragmentation, where ΔG‡ ≅ ΔG, the dianion scission has a much larger intrinsic barrier (ΔG‡ ≫ ΔG).

AB - Carbon-carbon bond cleavage in dianions is faster than in radical anions as expected from thermodynamic considerations. However, in contrast to the radical anion fragmentation, where ΔG‡ ≅ ΔG, the dianion scission has a much larger intrinsic barrier (ΔG‡ ≫ ΔG).

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 8

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Carbon-Carbon Bond Cleavage by the Dianion Mechanism. Small Kinetic Advantage over the Radical Anion Cleavage

Abstract

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