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Usage

Uses

Used in Organic Synthesis:
(E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene is used as a synthetic intermediate for the creation of various complex organic molecules. Its presence in Suzuki coupling reactions facilitates the formation of carbon-carbon bonds, which are crucial in constructing a wide range of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene is used as a key building block for the development of novel drugs. Its unique structure allows for the creation of molecules with specific biological activities, potentially leading to new therapeutic agents.
Used in Material Science:
Within the field of material science, (E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene is utilized in the design and synthesis of advanced materials with tailored properties. Its incorporation into polymers and other materials can lead to enhanced performance characteristics, such as improved stability or specific interactions with biological systems.

Upstream product

• 849681-64-7 (1,2-bis(4-(4,4,5,5-tetramethyl--1,3,2-dioxaborolan-2yl)phenyl)acetylene) 
• 195062-57-8 p-tolylboronic pinacol ester 
• 1169942-85-1 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-3-yl-phenyl)-methyl triphenylphosphonium bromide 
• 128376-64-7 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 138500-85-3 4-bromomethylphenylboronic acid pinacol ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 2156-04-9 4-Vinylphenylboronic acid 
• 870004-04-9 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene 
• 1257648-79-5 6-methyl-2-(4-vinylphenyl)-1,3,6,2-dioxazaborocane-4,8-dione 
• 18869-30-2 (E)-4,4'-dibromostilbene 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 1422172-96-0 1,2-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethane 

Relevant academic research and scientific papers

Realizing n-Type Field-Effect Performance via Introducing Trifluoromethyl Groups into the Donor-Acceptor Copolymer Backbone

Developing a new strategy to obtain n-type organic semiconductors is crucial for the advance of organic electronics. We herein report the synthesis and investigation of a series of donor-acceptor-type diazaisoindigo-based copolymers, named PAIID-TFBVB-C1,

Rare-Earth Supported Nickel Catalysts for Alkyne Semihydrogenation: Chemo- And Regioselectivity Impacted by the Lewis Acidity and Size of the Support

Bimetallic catalysts of nickel(0) with a trivalent rare-earth ion or Ga(III), NiML3 (where L is [iPr2PCH2NPh]-, and M is Sc, Y, La, Lu, or Ga), were investigated for the selective hydrogenation of diphenylacetylene (DPA) to (E)-stilbene. Each bimetallic complex features a relatively short Ni-M bond length, ranging from 2.3395(8) ? (Ni-Ga) to 2.5732(4) ? (Ni-La). The anodic peak potentials of the NiML3 complexes vary from -0.48 V to -1.23 V, where the potentials are negatively correlated with the Lewis acidity of the M(III) ion. Three catalysts, Ni-Y, Ni-Lu, and Ni-Ga, showed nearly quantitative conversions in the semihydrogenation of DPA, with NiYL3 giving the highest selectivity for (E)-stilbene. Initial rate studies were performed on the two tandem catalytic reactions: DPA hydrogenation and (Z)-stilbene isomerization. The catalytic activity in DPA hydrogenation follows the order Ni-Ga > Ni-La > Ni-Y > Ni-Lu > Ni-Sc. The ranking of catalysts by (Z)-stilbene isomerization initial rates is Ni-Ga ? Ni-Sc > Ni-Lu > Ni-Y > Ni-La. In operando 31P and 1H NMR studies revealed that in the presence of DPA, the Ni bimetallic complexes supported by Y, Lu, and La form the Ni(η2-alkyne) intermediate, (η2-PhCCPh)Ni(iPr2PCH2NPh)2M(κ2-iPr2PCH2NPh). In contrast, the Ni-Ga resting state is the Ni(η2-H2) species, and Ni-Sc showed no detectable binding of either substrate. Hence, the mechanism of Ni-catalyzed diphenylacetylene semihydrogenation adheres to two different kinetics: an autotandem pathway (Ni-Ga, Ni-Sc) versus temporally separated tandem reactions (Ni-Y, Ni-Lu, Ni-La). Collectively, the experimental results demonstrate that modulating a base-metal center via a covalently appended Lewis acidic support is viable for promoting selective alkyne semihydrogenation.

Well-Defined Rhodium-Gallium Catalytic Sites in a Metal-Organic Framework: Promoter-Controlled Selectivity in Alkyne Semihydrogenation to E-Alkenes

Promoters are ubiquitous in industrial heterogeneous catalysts. The wider roles of promoters in accelerating catalysis and/or controlling selectivity are, however, not well understood. A model system has been developed where a heterobimetallic active site comprising an active metal (Rh) and a promoter ion (Ga) is preassembled and delivered onto a metal-organic framework (MOF) support, NU-1000. The Rh-Ga sites in NU-1000 selectively catalyze the hydrogenation of acyclic alkynes to E-alkenes. The overall stereoselectivity is complementary to the well-known Lindlar's catalyst, which generates Z-alkenes. The role of the Ga in promoting this unusual selectivity is evidenced by the lack of semihydrogenation selectivity when Ga is absent and only Rh is present in the active site.

Synthesis of Pinacolylboronate-Substituted Stilbenes and their application to the synthesis of boron capped polyenes

A series of novel 4,4,5,5-tetramethyl-2-(4-substitutedstyrylphenyl)-1,3,2 dioxaborolane derivatives has been synthesized. 4-(4,4,5,5-tetramethyl-1,3,2-dioxaboratophenyl)-methyl triphenylphosphonium bromide (4) was treated with 3 equiv of tBuONa, various a

Olefin cross-metathesis/Suzuki-Miyaura reactions on vinylphenylboronic acid pinacol esters

A series of alkenyl phenylboronic acid pinacol esters has been synthesized via an olefin cross-metathesis reaction of vinylphenylboronic acid pinacol ester derivatives. After catalytic hydrogenation, the resulting boronates were coupled via a microwave-mediated Suzuki-Miyaura reaction to afford a library of biarylethyl aryl and biarylethyl cycloalkyl derivatives. A complementary reaction sequence involved an initial Suzuki-Miyaura coupling.

ANTI-VIRAL COMPOUNDS

Compounds effective in inhibiting replication of Hepatitis C virus ("HCV") are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.