749869-98-5

Usage

Uses

Used in Pharmaceutical Synthesis:
1H-Indene-2-boronic acid pinacol ester is used as a key intermediate in the synthesis of pharmaceuticals for its ability to participate in various cross-coupling reactions. This allows for the creation of a wide range of biaryl compounds and other organic molecules that are essential in developing new medications.
Used in Agrochemical Production:
In the agrochemical industry, 1H-Indene-2-boronic acid pinacol ester is utilized as a reagent in the synthesis of various agrochemicals. Its involvement in cross-coupling reactions and other chemical transformations enables the production of effective compounds for agricultural applications.
Used in Fine Chemicals Synthesis:
1H-Indene-2-boronic acid pinacol ester is also used as a versatile building block in the preparation of fine chemicals. Its chemical structure and reactivity in cross-coupling reactions contribute to the development of specialty chemicals for various industries.
Used in Organic Chemistry Research:
As a valuable tool for organic chemists, 1H-Indene-2-boronic acid pinacol ester is used in research settings to explore new reactions and develop innovative synthetic pathways. Its application in organic chemistry research aids in the advancement of the field and the discovery of novel compounds and materials.

Upstream product

• 95-13-6 1-indene 
• 73183-34-3 bis(pinacol)diborane 
• 1268936-41-9 C₁₂H₁₃NO₂ 
• 615-13-4 2-indanone 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 10485-09-3 2-bromoindene 

Downstream Products

• 20904-82-9 2-([1,1'-biphenyl]-4-yl)-1H-indene 

Relevant academic research and scientific papers

Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp2-B Bonds via C-O Bond Activation

Herein we describe an iron-catalyzed borylation of alkenyl and aryl carbamates through the activation of a C-O bond. This protocol exhibits high efficiency, a broad substrate scope, and the late-stage borylation of biorelevant compounds, thus providing potential applications in medicinal chemistry. Moreover, this method enables orthogonal transformations of phenol derivatives and also offers good opportunities for the synthesis of multisubstituted arenes. Preliminary mechanistic studies suggest that a FeII/FeIII catalytic cycle via a radical pathway might be involved in the reaction.

Bridged Stilbenes: AIEgens Designed via a Simple Strategy to Control the Non-radiative Decay Pathway

To broaden the application of aggregation-induced emission (AIE) luminogens (AIEgens), the design of novel small-molecular dyes that exhibit high fluorescence quantum yield (Φfl) in the solid state is required. Considering that the mechanism of

H2-Acceptorless Dehydrogenative Boration and Transfer Boration of Alkenes Enabled by Zirconium Catalyst

The first example of an efficient and direct dehydrogenative boration of alkenes for vinyl boronate ester synthesis was achieved using a zirconium catalyst. Our methodology avoids using precious transition metals, additional hydrogen acceptors, high temperatures, and long reaction times, which were required to overcome the reducing ability of borane, to give alkyl boronate esters. Detailed mechanistic studies revealed a reversible reaction pathway and further suggested applying the zirconium complex as a “shuttle catalyst” for transfer boration, which thus sidesteps the use of relatively sensitive borane.

PROCESS FOR THE PREPARATION OF METALLOCENE COMPLEXES

The invention relates to a process comprising the step of reacting a 2-indenylpinacolyl borane compound with a bromosubstituted compound in the presence of a Pd catalyst and a base to form the corresponding bridged bis(indenyl) ligand. This process step is very efficient and leads to less (homocoupled) byproducts than other known processes. The process of the invention may further comprise the step of reacting a 2-bromo indene compound with pinacolborane in the presence of a Pd catalyst and a base, to form the corresponding 2-indenylpinacolylborane compound. With this, the invention provides an improved and easy two-step process to prepared bridged bis(indenyl)ligands. These bridged bis(indenyl)ligands may suitably be used in the preparation of metallocene complexes, such as 2,2'-bis(2-indenyl)biphenyl ZrCI2 and 1,2-bis(2-indenyl)benzene ZrCI2. These metallocene complexes may be used for the polymerization, optionally in the presence of a cocatalyst, of one or more a-olefins, preferably for the polymerization of ethylene. In a preferred embodiment, the Pd catalyst is preferably is(triphenylphosphin)palladium dichloride (PPh3)2PdCI2).

PROCESS FOR THE PREPARATION OF METALLOCENE COMPLEXES

The invention relates to a process comprising the step of (a) reacting a 2- indenylboranic acid (ester) with a bromosubstituted compound in the presence of the Pd catalyst bis(triphenylphosphin)palladium dichloride (PPh3)2PdCI2) and a base to form the corresponding bridged bis(indenyl) ligand. In case the 2-indenylboranic acid (ester) is the pinacolester of 2-indenylboranic acid, the process of the invention may further comprise the step of reacting a 2-bromo indene compound with pinacolborane in the presence of a Pd catalyst and a base, to form the corresponding 2- indenylpinacolylborane compound. With this, the invention provides an improved and easy two-step process to prepared bridged bis(indenyl)ligands, which is commercially very attractive when the Pd catalyst bis(triphenylphosphin)palladium dichloride (PPh3)2PdCI2) is used. Bridged bis(indenyl)ligands may suitably be used in the preparation of metallocene complexes, such as 2,2'-bis(2-indenyl)biphenyl ZrCI2 and 1,2-bis(2-indenyl)benzene ZrCI2. These metallocene complexes may be used for the polymerization, optionally in the presence of a cocatalyst, of one or more a-olefins, preferably for the polymerization of ethylene.

Rhodium catalysed dehydrogenative borylation of alkenes: Vinylboronates via C-H activation

We present herein a high yield, highly selective catalytic synthesis of vinylboronate esters (VBEs), including 1,1-disubstituted VBEs, from alkenes without significant hydrogenation or hydroboration, using the simple catalyst precursor, trans-[RhCl(CO)(PPh3)2] (1), and the diboron reagents B2pin2 (2a, pin = pinacolato = OCMe 2CMe2O) or B2neop2 (2b, neop = neopentylglycolato = OCH2CMe2CH2O), or the monoboron reagent HBpin, all of which are commercially available. The reactions were conducted at 80 °C using conventional heating, or in a microwave reactor at 150 °C. The Royal Society of Chemistry.