Crystal structure of N,N,N′,N′-tetramethylethanediamine

The title compound N,N,N′,N′-tetramethylethanediamine, C6H16N2, is a bidentate amine ligand commonly used in organolithium chemistry for deaggregation. Crystals were grown at 243 K from n-pentane solution. The complete molecule is generated by a crystallographic center of symmetry and the conformation of the diamine is antiperiplanar. To investigate the intermolecular interactions, a Hirshfeld surface analysis was performed. It showed that H...H (van der Waals) interactions dominate with a contact percentage of 92.3%.

Combination of Aerobic/Moisture/Ambient Temperature Compatible Organolithium Chemistry with Sustainable Solvents: Selective and Efficient Synthesis of Guanidines and Amidines

Highly-efficient and selective fast addition of in-situ generated lithium amides [LiN(H)R] (obtained via acid-base reaction between n-BuLi and the desired primary amine) into carbodiimides (R-N=C=N-R) or nitriles (R-C≡N) has been...

Combination of organocatalytic oxidation of alcohols and organolithium chemistry (RLi) in aqueous media, at room temperature and under aerobic conditions

Organocatalysis and highly-polar s-block organometallic chemistry (RLi) work together in water, under air and at room temperature for the selective and ultrafast synthesis of tertiary alcohols.

Iron(III)-Mediated Oxy-Sulfonylation of Enamides with Sodium and Lithium Sulfinates

<p>An iron-mediated vicinal difunctionalization of enamides and enecarbamates with sulfinic acid salts and alcohols is described. This reaction proceeds under mild conditions and furnishes the oxy-sulfonylated products in moderate to excellent yields. Moreover, the direct incorporation of sulfur dioxide into the sulfonylated products via organolithium chemistry has been achieved. The formed <i>N</i>-<i>O</i>-acetals are competent acylimine precursors. Their utilization as building block for the synthesis of biologically relevant β-amidosulfones is described as well. <br></p>

Iron(III)-Mediated Oxy-Sulfonylation of Enamides with Sodium and Lithium Sulfinates

<p>An iron-mediated vicinal difunctionalization of enamides and enecarbamates with sulfinic acid salts and alcohols is described. This reaction proceeds under mild conditions and furnishes the oxy-sulfonylated products in moderate to excellent yields. Moreover, the direct incorporation of sulfur dioxide into the sulfonylated products via organolithium chemistry has been achieved. The formed <i>N</i>-<i>O</i>-acetals are competent acylimine precursors. Their utilization as building block for the synthesis of biologically relevant β-amidosulfones is described as well. <br></p>