73564-11-1

Upstream product

• 14753-51-6 2,5-dibromohydroquinone 
• 75-77-4 chloro-trimethyl-silane 
• 97088-22-7 ((2,5-dibromo-1,4-phenylene)bis(oxy))bis(trimethylsilane) 
• 123-31-9 hydroquinone 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 18804-57-4 2,5-bis(trimethylsilyl)-1,4-benzoquinone 
• 101907-54-4 2,5-bis(trimethylsilyl)benzene-1,4-diol 

Relevant academic research and scientific papers

Synthesis of Octaaryl Naphthalenes and Anthracenes with Different Substituents

A synthesis of multiply arylated naphthalenes and anthracenes with eight different substituents has been accomplished. The key intermediates are tetraarylthiophene S-oxides, which are synthesized through a method involving sequential C?H arylation and cross-coupling from 3-methoxythiophene, followed by oxidation of the sulfur atom. The resulting tetraarylthiophene S-oxides can be converted into a tetraaryl benzynes or naphthalynes and then merged through [4+2] cycloaddition reaction with another tetraarylthiophene S-oxide, thereby resulting in the programmed synthesis of octaarylnaphthalenes and octaarylanthracenes.

Interactions in crystals. 76. Single crystal structures of 2,5-bis(trimethylsilyl)-hydroquinone without solvent and with either dimethoxyethane or dioxane: Some insight into the manifold of hydrogen bridge bonding of the same molecule

2,5-Bis(trimethylsilyl)hydroquinone (monoclinic, C2/c, Z=12) forms infinite strings in x-direction, in which alternatingly on both sides each three molecules are bound together by three phenolic H bridges in a triangular arrangement. In the dimethoxyethane solvate (triclinic, P1, Z=1) with a 3:2 ratio of phenol to ether, the infinite strings are interlinked by twice-OH...O bonded H3COCH2CH2OCH3 chelate molecules. The smallest subunit with only two Hydrogen bonds -OHO...(CH2CH2)O informed in the monomeric 2:1 dioxane solvate (triclinic, P1, Z=1), The structural details of the different H bridge bonds are discussed based both on a statistical analysis from the Cambridge Structural Database as well as on PM3-calculated enthalpies of formation starting from the crystal structures determined. Johann Ambrosius Barth 1996.