Synthesis of α-germyl and α-silylcarboxylic acids and selected electrochemical oxidations

Anna Rakovshik; Alex V. Shtelman; James Y. Becker

doi:10.1016/j.jorganchem.2011.12.025

Synthesis of α-germyl and α-silylcarboxylic acids and selected electrochemical oxidations

Anna Rakovshik, Alex V. Shtelman, James Y. Becker

Department of Chemistry

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

3 Scopus citations

Abstract

New α-germylcarboxylic acids, α-silyl-α-halocarboxylic and α-silyl-α-alkylcarboxylic acids including some known α-silyl(cycloalkyl)carboxylic acids have been prepared by different synthetic methods. The anodic oxidation in basic methanol of selected examples of these acids has been investigated under various experimental conditions to afford mainly oxidative degermylation/desilylation and decarboxylation products. Based on the emerged products, various mechanisms are suggested and discussed.

Original language	English
Pages (from-to)	13-19
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	706-707
DOIs	https://doi.org/10.1016/j.jorganchem.2011.12.025
State	Published - 1 Jun 2012

Keywords

Degermylation
Desilylation
Electrochemical decarboxylation
α-Silyl(cycloalkyl)carboxylic acids
α-Trimethylgermylcarboxylic acids

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.jorganchem.2011.12.025

Cite this

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title = "Synthesis of α-germyl and α-silylcarboxylic acids and selected electrochemical oxidations",

abstract = "New α-germylcarboxylic acids, α-silyl-α-halocarboxylic and α-silyl-α-alkylcarboxylic acids including some known α-silyl(cycloalkyl)carboxylic acids have been prepared by different synthetic methods. The anodic oxidation in basic methanol of selected examples of these acids has been investigated under various experimental conditions to afford mainly oxidative degermylation/desilylation and decarboxylation products. Based on the emerged products, various mechanisms are suggested and discussed.",

keywords = "Degermylation, Desilylation, Electrochemical decarboxylation, α-Silyl(cycloalkyl)carboxylic acids, α-Trimethylgermylcarboxylic acids",

author = "Anna Rakovshik and Shtelman, {Alex V.} and Becker, {James Y.}",

note = "Funding Information: This work was supported (in part) by the ISRAEL SCIENCE FOUNDATION (grant No. 317/07 ). The authors are thankful to Mrs. E. Solomon for technical assistance. JYB is grateful to Mrs. Irene Evens for supporting this research.",

year = "2012",

month = jun,

day = "1",

doi = "10.1016/j.jorganchem.2011.12.025",

language = "English",

volume = "706-707",

pages = "13--19",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

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T1 - Synthesis of α-germyl and α-silylcarboxylic acids and selected electrochemical oxidations

AU - Rakovshik, Anna

AU - Shtelman, Alex V.

AU - Becker, James Y.

N1 - Funding Information: This work was supported (in part) by the ISRAEL SCIENCE FOUNDATION (grant No. 317/07 ). The authors are thankful to Mrs. E. Solomon for technical assistance. JYB is grateful to Mrs. Irene Evens for supporting this research.

PY - 2012/6/1

Y1 - 2012/6/1

N2 - New α-germylcarboxylic acids, α-silyl-α-halocarboxylic and α-silyl-α-alkylcarboxylic acids including some known α-silyl(cycloalkyl)carboxylic acids have been prepared by different synthetic methods. The anodic oxidation in basic methanol of selected examples of these acids has been investigated under various experimental conditions to afford mainly oxidative degermylation/desilylation and decarboxylation products. Based on the emerged products, various mechanisms are suggested and discussed.

AB - New α-germylcarboxylic acids, α-silyl-α-halocarboxylic and α-silyl-α-alkylcarboxylic acids including some known α-silyl(cycloalkyl)carboxylic acids have been prepared by different synthetic methods. The anodic oxidation in basic methanol of selected examples of these acids has been investigated under various experimental conditions to afford mainly oxidative degermylation/desilylation and decarboxylation products. Based on the emerged products, various mechanisms are suggested and discussed.

KW - Degermylation

KW - Desilylation

KW - Electrochemical decarboxylation

KW - α-Silyl(cycloalkyl)carboxylic acids

KW - α-Trimethylgermylcarboxylic acids

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U2 - 10.1016/j.jorganchem.2011.12.025

DO - 10.1016/j.jorganchem.2011.12.025

M3 - Article

AN - SCOPUS:84859264846

SN - 0022-328X

VL - 706-707

SP - 13

EP - 19

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

Synthesis of α-germyl and α-silylcarboxylic acids and selected electrochemical oxidations

Abstract

Keywords

ASJC Scopus subject areas

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