Reduction of arenediazonium salts by tetrakis(dimethylamino)ethylene (TDAE): Efficient formation of products derived from aryl radicals

• Mohan Mahesh,
• John A. Murphy,
• Franck LeStrat and
• Hans Peter Wessel

Beilstein J. Org. Chem. 2009, 5, No. 1, doi:10.3762/bjoc.5.1

• donor in specific organometallic reactions, such as the chromium-mediated allylation of aldehydes and ketones [54][55] and the palladium-catalyzed reductive homo-coupling of aryl halides to afford the corresponding biaryls [56][57][58][59] illustrate further versatility of the reagent. The fact that

• arenediazonium cation) to the phenyl anion (+0.05 V vs SCE). Thus, it had long been noted that cyclic voltammetry of aryl halides, particularly iodides, can give rise to a single two-electron wave in the reductive part of the cycle. The first electron converts the aryl iodide to the corresponding aryl radical

EcoScale, a semi- quantitative tool to select an organic preparation based on economical and ecological parameters

• Koen Van Aken,
• Lucjan Strekowski and
• Luc Patiny

Beilstein J. Org. Chem. 2006, 2, No. 3, doi:10.1186/1860-5397-2-3

• claim that this procedure for preparing primary amides starting from aryl halides is better than another procedure which uses hexamethyldisilazane (HMDS). [26] Therefore, the EcoScale for the latter procedure was also calculated to compare the two preparations. The sum of all penalty points is 68 (Table