BISPINACOLATOBIBORATE

Base Information

• Chemical Name: BISPINACOLATOBIBORATE
• CAS No.: 10221-56-4
• Molecular Formula: C12H24B2O5
• Molecular Weight: 269.942
• Hs Code.: 2934999090
• Mol file: 10221-56-4.mol

Synonyms:BISPINACOLATOBIBORATE

Chemical Property of BISPINACOLATOBIBORATE

Chemical Property:

• PSA: 46.15000
• LogP: 2.18080

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BISPINACOLATOBIBORATE

There total 47 articles about BISPINACOLATOBIBORATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

water (7732-18-5) + bis(pinacol)diborane (73183-34-3) → bis(pinacolato)diborane (10221-56-4) + hydrogen (1333-74-0)

Guidance literature:

With palladium (II) acetate; at 27 ℃; for 1h; Reagent/catalyst; Catalytic behavior;

DOI:10.1021/acs.orglett.6b02508

Reference yield: 75.0%

trans-η5-pentamethylcyclopentadienyl(dihydrido)(triethylsilyl-κSi)(4,5-dihydro-4,4,5,5-tetramethyl-1,3,2-dioxaborole-κB)rhodium(III) + Tri(p-tolyl)phosphine (1038-95-5,218281-19-7) → 2,2'-(2,3-dimethyl-2,3-butanediyl-dioxy)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (26621-57-8) + RhH(C5(CH3)5)(Si(CH3)2C6H5)(P(C6H4CH3)3) + (pentamethylcyclopentadienyl)RhH(pinacolboryl)P(p-C6H4Me)3 (815597-43-4) + bis(pinacolato)diborane (10221-56-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8)

Guidance literature:

heating dihydrido(pentamethylcyclopentadienyl)(dimethylphenylsilyl)(pinacolatoboryl)rhodium at 100°C with 1 equiv. of P(p-tol)3;

DOI:10.1002/anie.200460430

Reference yield: 74.0%

2,6-diisopropylbenzenamine (24544-04-5) + carbon dioxide (1111-72-4) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → pinacolboronic acid (25240-59-9) + bis(pinacolato)diborane (10221-56-4) + C12(13)CH19N (1577252-93-7)

Guidance literature:

With dihydridobis(η2-dihydrogen)bis(tricyclopentylphosphine)ruthenium(II); In benzene-d6; at 25 ℃; for 1h; under 760.051 Torr; Reagent/catalyst; Solvent; Temperature; Pressure; Inert atmosphere;

DOI:10.1021/ja500708w

upstream raw materials:

bis(pinacol)diborane

benzene

carbon dioxide

methyl cyclohexylcarboxylate

Downstream raw materials:

C₁₅H₂₃BO₃Si

triphenyl((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oxy)silane

C₂₄H₂₇BO₂⁽¹⁸⁾OSi

C₁₉H₂₅BO₃Si

Refernces

• 1、 Bontemps, Sebastien,Vendier, Laure,Sabo-Etienne, Sylviane. "Borane-mediated carbon dioxide reduction at ruthenium: Formation of C 1 and C2 compounds". . p. 1671 - 1674. Retrieved 2012.
• 2、 Fan, Jun,Mah, Jian-Qiang,Yang, Ming-Chung,Su, Ming-Der,So, Cheuk-Wai. "A N-Phosphinoamidinato NHC-Diborene Catalyst for Hydroboration". . p. 4993 - 5002. Retrieved 2021.
• 3、 Margeson, Matthew J.,Seeberger, Felix,Kelly, John A.,Leitl, Julia,Coburger, Peter,Szlosek, Robert,Müller, Christian,Wolf, Robert. "Expedient Hydrofunctionalisation of Carbonyls and Imines Initiated by Phosphacyclohexadienyl Anions". . p. 3761 - 3764. Retrieved 2021.
• 4、 Lu, Zhenpin,Hausmann, Heike,Becker, Sabine,Wegner, Hermann A.. "Aromaticity as stabilizing element in the bidentate activation for the catalytic reduction of carbon dioxide". . p. 5332 - 5335. Retrieved 2015.
• 5、 Li, Ning,Shen, Jialu,Liu, Xiang. "Hydrolysis of B2pin2 over Pd/C Catalyst: High Efficiency, Mechanism, and in situ Tandem Reaction". . p. 2797 - 2800. Retrieved 2021.
• 6、 Mukherjee, Debabrata,Shirase, Satoru,Spaniol, Thomas P.,Mashima, Kazushi,Okuda, Jun. "Magnesium hydridotriphenylborate [Mg(thf)6][HBPh3]2: A versatile hydroboration catalyst". . p. 13155 - 13158. Retrieved 2016.
• 7、 Niziol, Joanna,Ruman, Tomasz. "Exceptionally selective catalytic hydrogenation of alkene with pinacolborane". . p. 257 - 262. Retrieved 2012.
• 8、 Sau, Samaresh Chandra,Bhattacharjee, Rameswar,Vardhanapu, Pavan K.,Vijaykumar, Gonela,Datta, Ayan,Mandal, Swadhin K.. "Metal-Free Reduction of CO2to Methoxyborane under Ambient Conditions through Borondiformate Formation". . p. 15147 - 15151. Retrieved 2016.
• 9、 Boller, Timothy M.,Murphy, Jaclyn M.,Hapke, Marko,Ishiyama, Tatsuo,Miyaura, Norio,Hartwig, John F.. "Mechanism of the mild functionalization of arenes by diboron reagents catalyzed by iridium complexes. Intermediacy and chemistry of bipyridine-ligated iridium trisboryl complexes". . p. 14263 - 14278. Retrieved 2005.
• 10、 K?nig, Burkhard,Wang, Hua,Wang, Shun. "Photo-induced thiolate catalytic activation of inert Caryl-hetero bonds for radical borylation". supporting information. p. 1653 - 1665. Retrieved 2021/06/17.