1,1'-FERROCENEDIBORONIC ACID, 97

Base Information

• Chemical Name: 1,1'-FERROCENEDIBORONIC ACID, 97
• CAS No.: 32841-83-1
• Molecular Formula: C₁₀H₁₂B₂FeO₄
• Molecular Weight: 273.672
• Mol file: 32841-83-1.mol

Synonyms:Iron,bis(boronocyclopentadienyl)- (6CI);1,1'-Ferrocenediyldiboronic acid;NSC133354;

Chemical Property of 1,1'-FERROCENEDIBORONIC ACID, 97

Chemical Property:

• Melting Point: 191 °C (dec.)(lit.)
• PSA: 80.92000
• LogP: -0.92810

Purity/Quality:

98% ^*data from raw suppliers

1,1''-Ferrocenediboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,1''-Ferrocenediboronic acid is a ligand bridge linker.

Technology Process of 1,1'-FERROCENEDIBORONIC ACID, 97

There total 2 articles about 1,1'-FERROCENEDIBORONIC ACID, 97 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: 60.0%

ferrocene (102-54-5,55404-68-7) + boric acid tributyl ester (688-74-4) → 1,1′-ferrocenediboronic acid (12152-94-2,32841-83-1)

Guidance literature:

With potassium hydroxide; n-butyllithium; In diethyl ether; (under N2); addn. of n-BuLi and TMEDA to a stirred soln. of ferrocene in Et2O at room temp., stirred for 6 h, dropwise addn. of the suspn. to a stirred and cooled (-78°C) soln. of borate in Et2O, stirred for 12 h at room temp., hydrolysis (KOH); extg. of the organic layer with KOH, combined aq. layers are acidified with H2SO4, filtn., washing (H2O), drying (P4O10, 0.10mbar), extg. (Et2O);

DOI:10.1016/0022-328X(93)83196-3

Reference yield:

ferrocene (102-54-5,55404-68-7) + boric acid tributyl ester (688-74-4) + potassium hydroxide → 1,1′-ferrocenediboronic acid (12152-94-2,32841-83-1)

Guidance literature:

ferrocene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine;

boric acid tributyl ester;

potassium hydroxide; With sulfuric acid;

DOI:10.1002/ejic.202100898

Reference yield:

1,1′-ferrocenediboronic acid (12152-94-2,32841-83-1) + 3,5-bis[(dimethylamino)methyl]phenyl iodide → [Fe(η5-C5H4-4-(C6H3(CH2NMe2)2-2,6))2] (640298-72-2)

Guidance literature:

In not given; (N2);

DOI:10.1016/S0022-328X(03)00753-8

upstream raw materials:

ferrocene

boric acid tributyl ester

Downstream raw materials:

[Fe(η5-C5H4-4-(C6H3(CH2NMe2)2-2,6))2]

Refernces

• 1、 Knapp, Ralf,Rehahn, Matthias. "Palladium-catalyzed arylation of ferrocene derivatives: a convenient high yield route to 1,1'-bis(halophenyl)ferrocenes". . p. 235 - 240. Retrieved 2007/10/02.