In 2012,Angewandte Chemie, International Edition included an article by Brueck, Andreas; Gallego, Daniel; Wang, Wenyuan; Irran, Elisabeth; Driess, Matthias; Hartwig, John F.. Electric Literature of C14H21BO2. The article was titled 《Pushing the σ-donor strength in iridium pincer complexes: bis(silylene) and bis(germylene) ligands are stronger donors than bis(phosphorus(III)) ligands》. The information in the text is summarized as follows:
Iridium(III) and rhodium(III) E,C,E-pincer complexes (E = silylene, germylene) were prepared and compared with the corresponding P,C,P-pincer complexes (P = phosphinite, phosphorodiamidite) on their structural features and catalytic activity in direct borylation of aromatic hydrocarbons. Potentially tridentate benzamidinate-supported 1,3-[PhC(NtBu)2EO]2-4,6-tBu2C6H2 (HL1, HL2, E = Si, Ge) proligands were prepared by reaction of deprotonated 4,6-di-tert-butylresorcinol with chlorosilylene and chlorogermylene compounds ClE(tBuN)2CPh. The heavier bis-carbene analogs HL1, HL2 undergo metalation of the benzene ring 2-position with [IrCl(coe)2]2 yielding Ir(III) hydride complexes [(L1-Si,C,Si)IrHCl(coe)] and [(L2-Ge,C,Ge)IrHCl(coe)] (coe = cyclooctene). Metalation of Si,CH,Si-pincer proligand HL1 with [IrH(CO)(PPh3)3] and [RhCl(PPh3)2] gave trans,mer-[(L1-Si,C,Si)IrH2(CO)] and [(L1-Si,C,Si)RhHCl(PPh3)], resp. Iridium complexes were tested as catalysts for direct borylation of benzene and toluene with HBPin, catalyzed by [IrCl(coe)2]2/E,CH,E (1:2.1 mol ratio, 5 mol%), yielding arylboronates with 80% yields in the presence of free COE as a hydrogen acceptor. In comparison with the corresponding P,C,P-pincer ligands, the E,C,E-ligands provide more σ-donicity and ensure more stability for the six-coordinate M species, making the IrH2 dihydrides less prone to reductive elimination of dihydrogen in the course of direct borylation, which causes beneficial role of the sacrificial alkene as hydrogen acceptor.2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Electric Literature of C14H21BO2) was used in this study.
2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.Electric Literature of C14H21BO2
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