Lithium and Tetramethylammonium Pentacarbonyh (1-oxidoethylidene)chromate(0) ⟷ Acetylpentacarbonylchromate(0) as Acetyl Anion Equivalents for Conjugate Addition Reactions with Electron Deficient Alkenes

Björn C. Söderberg; Danny C. York; Thomas R Hoye; Gretchen M. Rehberg; Joseph A. Suriano

doi:10.1021/om00023a061

Lithium and Tetramethylammonium Pentacarbonyh (1-oxidoethylidene)chromate(0) ⟷ Acetylpentacarbonylchromate(0) as Acetyl Anion Equivalents for Conjugate Addition Reactions with Electron Deficient Alkenes

Björn C. Söderberg, Danny C. York, Thomas R Hoye, Gretchen M. Rehberg, Joseph A. Suriano

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

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Abstract

Thermal and photolytic reactions of lithium pentacarbonyl(1-oxidoethylidene)chromate(0) (1) and tetramethylammonium pentacarbonyl(1-oxidoethylidene)chromate(0) (22) with various electron deficient alkenes were investigated. The acyl metalates were found to be formally an acetyl anion equivalent, adding in a Michael fashion. Depending on reaction conditions, the products were found to be derived from the addition of 1 equiv of pentacarbonyl(1-oxidoethylidene)chromate(0) to either 1, 2, or 3 equiv of the initial alkene. Conditions were found affording exclusively or predominantly 1:1 addition and, conversely, 2:1 addition.

Original language	English (US)
Pages (from-to)	4501-4509
Number of pages	9
Journal	Organometallics
Volume	13
Issue number	11
DOIs	https://doi.org/10.1021/om00023a061
State	Published - Nov 1 1994

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Lithium and Tetramethylammonium Pentacarbonyh (1-oxidoethylidene)chromate(0) ⟷ Acetylpentacarbonylchromate(0) as Acetyl Anion Equivalents for Conjugate Addition Reactions with Electron Deficient Alkenes. / Söderberg, Björn C.; York, Danny C.; Hoye, Thomas R et al.
In: Organometallics, Vol. 13, No. 11, 01.11.1994, p. 4501-4509.

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

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title = "Lithium and Tetramethylammonium Pentacarbonyh (1-oxidoethylidene)chromate(0) ⟷ Acetylpentacarbonylchromate(0) as Acetyl Anion Equivalents for Conjugate Addition Reactions with Electron Deficient Alkenes",

abstract = "Thermal and photolytic reactions of lithium pentacarbonyl(1-oxidoethylidene)chromate(0) (1) and tetramethylammonium pentacarbonyl(1-oxidoethylidene)chromate(0) (22) with various electron deficient alkenes were investigated. The acyl metalates were found to be formally an acetyl anion equivalent, adding in a Michael fashion. Depending on reaction conditions, the products were found to be derived from the addition of 1 equiv of pentacarbonyl(1-oxidoethylidene)chromate(0) to either 1, 2, or 3 equiv of the initial alkene. Conditions were found affording exclusively or predominantly 1:1 addition and, conversely, 2:1 addition.",

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T1 - Lithium and Tetramethylammonium Pentacarbonyh (1-oxidoethylidene)chromate(0) ⟷ Acetylpentacarbonylchromate(0) as Acetyl Anion Equivalents for Conjugate Addition Reactions with Electron Deficient Alkenes

AU - Söderberg, Björn C.

AU - York, Danny C.

AU - Hoye, Thomas R

AU - Rehberg, Gretchen M.

AU - Suriano, Joseph A.

PY - 1994/11/1

Y1 - 1994/11/1

N2 - Thermal and photolytic reactions of lithium pentacarbonyl(1-oxidoethylidene)chromate(0) (1) and tetramethylammonium pentacarbonyl(1-oxidoethylidene)chromate(0) (22) with various electron deficient alkenes were investigated. The acyl metalates were found to be formally an acetyl anion equivalent, adding in a Michael fashion. Depending on reaction conditions, the products were found to be derived from the addition of 1 equiv of pentacarbonyl(1-oxidoethylidene)chromate(0) to either 1, 2, or 3 equiv of the initial alkene. Conditions were found affording exclusively or predominantly 1:1 addition and, conversely, 2:1 addition.

AB - Thermal and photolytic reactions of lithium pentacarbonyl(1-oxidoethylidene)chromate(0) (1) and tetramethylammonium pentacarbonyl(1-oxidoethylidene)chromate(0) (22) with various electron deficient alkenes were investigated. The acyl metalates were found to be formally an acetyl anion equivalent, adding in a Michael fashion. Depending on reaction conditions, the products were found to be derived from the addition of 1 equiv of pentacarbonyl(1-oxidoethylidene)chromate(0) to either 1, 2, or 3 equiv of the initial alkene. Conditions were found affording exclusively or predominantly 1:1 addition and, conversely, 2:1 addition.

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Lithium and Tetramethylammonium Pentacarbonyh (1-oxidoethylidene)chromate(0) ⟷ Acetylpentacarbonylchromate(0) as Acetyl Anion Equivalents for Conjugate Addition Reactions with Electron Deficient Alkenes

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