73852-85-4

Upstream product

• 120-80-9 benzene-1,2-diol 
• 73852-19-4 3,5-bis-trifluromethylphenylboronic acid 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 13292-87-0 dimethylsulfide borane complex 

Downstream Products

• 1061570-80-6 C₃₈H₂₂B₂F₁₂N₂O₄ 
• 1061570-72-6 C₄₀H₂₄B₂F₁₂N₂O₄ 
• 69807-91-6 2-(3,5-bis-trifluoromethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 

Relevant academic research and scientific papers

Trapping of a Borirane Intermediate in the Reductive Coupling of an Arylborane to a Diborene

The reductive coupling of a N-heterocyclic carbene (NHC)-stabilized aryldibromoborane yields a mixture of trans- and cis-diborenes in which the aryl groups are coplanar with the diborene core. Under dilute reduction conditions two diastereomers of a borirane-borane intermediate are isolated, which upon further reduction give rise to the aforementioned diborene mixture. DFT calculations suggest a mechanism proceeding via nucleophilic attack of a dicoordinate borylene intermediate on the aryl ring and subsequent intramolecular B-B bond formation.

COMPOUND LIBRARY PREPARATION PROCESS BASED ON EXCHANGE REACTION BETWEEN DIFERENTLY SUBSTITUTED DIOXABOROLANES OR DIOXABORINANES

The present invention relates to the preparation of a compound library comprising the following steps: ? i. Having available at least two different compounds each comprising at least a dioxaborolane or dioxaborinane ring. In said compounds: ? -the boron of the dioxaborolane or dioxaborinane ring is directly linked to a carbon atom of a hydrocarbon radical; ? -at least one carbon atom of the dioxaborolane or dioxaborinane ring is monosubstituted, the other carbon atoms are non- substituted or monosubstituted; ? -in at least two compounds, the hydrocarbon radicals linked to the boron are different; ? - in at least two compounds, either the dioxaborolane or dioxaborinane ring carbon atoms are differently substituted and/ or the size varies. ? ii. Reacting the compounds of step (i.) and forming, by a boronic ester metathesis reaction, the library comprising at least four different compounds. The present invention also relates to a compound library. Illustrative for the present invention is the following figure:

Syntheses of (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)arenes through Pd-catalyzed borylation of arylbromides with the successive use of 2,2′-bis(1,3,2-benzodioxaborole) and pinacol

Syntheses of (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)arenes through the Pd-catalyzed borylation of arylbromides with the successive use of 2,2′-bis(1,3,2-benzodioxaborole) and pinacol were investigated. PdCl 2(dppf) and AcOK in EtOH or DMSO successfully provided (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)arenes. In particular, this method was more effective in the borylation of arylbromides bearing sulfonyl groups than the conventional Pd-catalyzed borylation using pinacolborane or bis(pinacolato)diboron.

Boron-based rotaxanes by multicomponent self-assembly

The multicomponent reaction of 1,2-di(4-pyridyl)ethylene, catechol, 3,5-bis(trifluoromethyl)phenylboronic acid and 1,5-dinaphtho-38-crown-10 or bis-para-phenylene-34-crown-10, respectively, resulted in the formation of rotaxanes, which were characterized