1003323-26-9

Basic information

• Product Name: [3,5-bis(methoxymethyl)pinacolboranebenzene]
• Synonyms: [3,5-bis(methoxymethyl)pinacolboranebenzene]
• CAS NO: 1003323-26-9
• Molecular Weight: 292.183
• Mol File: 1003323-26-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [3,5-bis(methoxymethyl)pinacolboranebenzene](CAS DataBase Reference)
• NIST Chemistry Reference: [3,5-bis(methoxymethyl)pinacolboranebenzene](1003323-26-9)
• EPA Substance Registry System: [3,5-bis(methoxymethyl)pinacolboranebenzene](1003323-26-9)

Safety Data

• Hazardous Substances Data: 1003323-26-9(Hazardous Substances Data)

Usage

General Description

[3,5-bis(methoxymethyl)pinacolboranebenzene] is a chemical compound with the molecular formula C16H24B2O2. It is commonly used as a building block in organic synthesis and is known for its ability to function as a source of the boryl anion, an important reagent in organic reactions. [3,5-bis(methoxymethyl)pinacolboranebenzene] is often used in the synthesis of various organic substances, including pharmaceuticals, agrochemicals, and materials. Additionally, it has been used in the development of new catalysts and as a reagent in organic transformations. Its unique structure and reactivity make it a valuable tool in the field of organic chemistry for the creation of new chemical compounds.

Upstream product

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Relevant articles and documents

Diorganoruthenium complexes incorporating noninnocent [C6H 2(CH2ER2)2-3,5]2 2-- (E = N, P) bis-pincer bridging ligands: Synthesis, spectroelectrochemistry, and DFT studies

The dinuclear complex [(tpy)RuII(PCP-PCP)RuII(tpy)] Cl2 (bridging PCP-PCP = 3,3′,5,5′- tetrakis(diphenylphosphinomethyl)biphenyl, [C6H2(CH 2PPh2)2-3,5]22-) was prepared via a transcyclometalation reaction of the bis-pincer ligand [PC(H)P-PC(H)P] and the Ru(II) precursor [Ru(NCN)(tpy)]Cl (NCN = [C 6H3(CH2NMe2)2-2,6] -) followed by a reaction with 2,2′:6′,2″- terpyridine (tpy). Electrochemical and spectroscopic properties of [(tpy)Ru II(PCP-PCP)RuII-(tpy)]Cl2 are compared with those of the closely related [(tpy)RuII(NCN-NCN)Ru II(tpy)](PF6)2 (NCN-NCN = [C6H 2(CH2-NMe2)2-3,5]2 2-) obtained by two-electron reduction of [(tpy)Ru III(NCN-NCN)RuIII(tpy)](PF6)4. The molecular structure of the latter complex has been determined by single-crystal X-ray structure determination. One-electron reduction of [(tpy)Ru III(NCN-NCN)RuIII(tpy)](PF6)4 and one-electron oxidation of [(tpy)RuII(PCP-PCP)RuII(tpy)] Cl2 yielded the mixed-valence species [(tpy)RuIII(NCN-NCN) RuII(tpy)]3+ and [(tpy)RuIII(PCP-PCP)Ru II(tpy)]3+, respectively. The comproportionation equilibrium constants Kc (900 and 748 for [(tpy)Ru III(NCN-NCN)RuIII(tpy)]4+ and [(tpy)Ru II(PCP-PCP)RuII(tpy)]2+, respectively) determined from cyclic voltammetric data reveal comparable stability of the [RuIII-RuII] state of both complexes. Spectroelectrochemical measurements and near-infrared (NIR) spectroscopy were employed to further characterize the different redox states with special focus on the mixed-valence species and their NIR bands. Analysis of these bands in the framework of Hush theory indicates that the mixed-valence complexes [(tpy)RuIII(PCP-PCP)RuII(tpy)]3+ and [(tpy)RuIII(NCN-NCN)RuII(tpy)]3+ belong to strongly coupled borderline Class II/Class III and intrinsically coupled Class III systems, respectively. Preliminary DFT calculations suggest that extensive derealization of the spin density over the metal centers and the bridging ligand exists. TD-DFT calculations then suggested a substantial MLCT character of the NIR electronic transitions. The results obtained in this study point to a decreased metal-metal electronic interaction accommodated by the double-cyclometalated bis-pincer bridge when strong σ-donor NMe 2 groups are replaced by weak σ-donor, π-acceptor PPh 2 groups.