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Usage

General Description

2,2'-Bipyridine, 6,6'-bis(1,1-dimethylethyl)-, also known as tetrakis(trimethylsilyl)-substituted 2,2'-bipyridine, is a chemical compound with the formula C34H44N2Si4. It is a derivative of 2,2'-bipyridine, containing four trimethylsilyl groups attached to the nitrogen atoms. 2,2'-Bipyridine, 6,6'-bis(1,1-dimethylethyl)- is commonly used as a ligand in coordination chemistry, particularly in the synthesis of metal complexes. The bulky trimethylsilyl groups can often help to sterically protect the metal center, making it less reactive to external interactions. 2,2'-Bipyridine, 6,6'-bis(1,1-dimethylethyl)- is also used in the field of organic synthesis, where its reactivity and steric hindrance can be employed to achieve specific transformations in chemical reactions.

Upstream product

• 97691-23-1 2-(tert-butyl)-6-chloropyridine 
• 73084-03-4 2-chloro-4,6-di(tert-butyl)-1,3,5-triazine 
• 3401-47-6 1-bromo-2-methoxynaphthalene 

Relevant academic research and scientific papers

Copper-catalyzed [1,2]-rearrangements of allylic iodides and aryl α-diazoacetates

The [1,2]- and [2,3]-rearrangements of iodonium ylides are synthetically useful reactions for the generation of functionalized α-iodoesters. Allylic iodides are coupled with α-diazoesters in the presence of a copper catalyst and a ligand to generate iodonium ylides, which undergo metal-mediated rearrangements. By fine-tuning the structure of the ligand, we have reversed the regioselectivity of copper-catalyzed reactions of iodonium ylides from [2,3]- to [1,2]-rearrangements with the use of alternate bipyridine ligands. The preference for [1,2]-rearrangements was further improved by using bulky aryl α-diazoester substrates. Several α-iodoesters with a diverse range of functional groups were generated in good yields (up to 88% yield) and high regioselectivities (up to >95:5 regioisomeric ratio). A deuterium-labeled substrate was utilized to gain insight into the mechanism of the reaction.

A general and selective copper-catalyzed cross-coupling of tertiary grignard reagents with azacyclic electrophiles

(Chemical Equation Presented) Bulky heterocycles: A highly selective catalytic cross-coupling reaction of tertiary Grignard reagents with chloroazacycles provides a shortcut to heterocyclic building blocks for applications in pharmaceutical chemistry and supramolecular chemistry, or as ligand precursors in transition-metal catalysis (see scheme).