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Yang Z, Garcia-Garibay MA. Engineering Reactions in Crystalline Solids: Radical Pairs in Crystals of Dialkyl 1,3-Acetonedicarboxylates. Org Lett. 2000;2(13):1963-1965doi: 10.1021/ol006042+.
Yang, Z., & Garcia-Garibay, M. A. (2000). Engineering Reactions in Crystalline Solids: Radical Pairs in Crystals of Dialkyl 1,3-Acetonedicarboxylates. Organic letters, 2(13), 1963-1965. https://doi.org/10.1021/ol006042+
Yang, and Garcia-Garibay. "Engineering Reactions in Crystalline Solids: Radical Pairs in Crystals of Dialkyl 1,3-Acetonedicarboxylates." Organic letters vol. 2,13 (2000): 1963-1965. doi: https://doi.org/10.1021/ol006042+
Yang Z, Garcia-Garibay MA. Engineering Reactions in Crystalline Solids: Radical Pairs in Crystals of Dialkyl 1,3-Acetonedicarboxylates. Org Lett. 2000 Jun 29;2(13):1963-1965. doi: 10.1021/ol006042+. PMID: 10891202.
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Org Lett. 2000 Jun 29;2(13):1963-1965. doi: 10.1021/ol006042+.

Engineering Reactions in Crystalline Solids: Radical Pairs in Crystals of Dialkyl 1,3-Acetonedicarboxylates.

Organic letters

Yang, Garcia-Garibay

Affiliations

  1. Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095-1569.

PMID: 10891202 DOI: 10.1021/ol006042+

Abstract

Crystalline dialkyl 1,3-acetonedicarboxylates give dialkyl succinates in high chemical yields by combination of alpha-carbonyl radical pairs produced by photochemical decarbonylation. It is proposed that the solid-state reaction depends on the exothermicity of two consecutive bond cleavage processes. It is also suggested that the efficiency of radical formation in the solid state is determined by the effect of substituents on bond dissociation energies and radical-stabilization abilities.

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