328063-34-9

Basic information

• Product Name: Benzaldehyde, 4-(1,3,2-dioxaborolan-2-yl)-
• CAS NO: 328063-34-9
• Molecular Formula: C9H9BO3
• Molecular Weight: 175.98
• Mol File: 328063-34-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-(1,3,2-dioxaborolan-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-(1,3,2-dioxaborolan-2-yl)-(328063-34-9)
• EPA Substance Registry System: Benzaldehyde, 4-(1,3,2-dioxaborolan-2-yl)-(328063-34-9)

Safety Data

• Hazardous Substances Data: 328063-34-9(Hazardous Substances Data)

Upstream product

• 87199-17-5 4-formylphenylboronic acid, 
• 107-21-1 ethylene glycol 

Downstream Products

• 128376-65-8 5,5-dimethyl-2-(4-formylphenyl)-1,3,2-dioxaborinane 
• 55805-29-3 4-(difluoromethyl)benzaldehyde 
• 223555-54-2 2-[4-(1,3-dioxolan-2-yl)phenyl]-[1,3,2]-dioxaborolane 
• 1037062-75-1 4-(1-p-tolylethyl)benzaldehyde 
• 1037062-77-3 4-(1-(4-chlorophenyl)ethyl)benzaldehyde 

Relevant articles and documents

Simultaneous Formation of a Fully Organic Triply Dynamic Combinatorial Library

Here we report the simultaneous formation of doubly and triply dynamic libraries as a result of exchange reactions between functionalized organic building blocks. A combination of three different reversible covalent linkages involving a boronate ester transesterification along with an imine and disulfide exchange was employed to generate a new type of fully organic triply dynamic molecular assembly.

Synthesis and reactivity of new functionalized Pd(II) cyclometallated complexes with boronic esters

Treatment of the functionalized Schiff base ligands with boronic esters 1a, 1b, 1c and 1d with palladium (II) acetate in toluene gave the polynuclear cyclometallated complexes 2a, 2b, 2c and 2d, respectively, as air-stable solids, with the ligand as a terdentate [C,N,O] moiety after deprotonation of the -OH group. Reaction of 1j with palladium (II) acetate in toluene gave the dinuclear cyclometallated complex 5j. Reaction of the cyclometallated complexes with triphenylphosphine gave the mononuclear species 3a, 3b, 3c, 3d and 6j with cleavage of the polynuclear structure. Treatment of 2c with the diphosphine Ph2PC5H4FeC5H4PPh2 (dppf) in 1:2 molar ratio gave the dinuclear cyclometallated complex 4c as an air-stable solid. Deprotection of the boronic ester can be easily achieved; thus, by stirring the cyclometallated complex 3a in a mixture of acetone/water, 3e is obtained in good yield. Reaction of the tetrameric complex 2a with cis-1,2-cyclopentanediol in chloroform gave complex 2c after a transesterification reaction. Under similar conditions complexes 3a and 3d behaved similarly: with cis-1,2-cyclopentanediol, pinacol or diethanolamine complexes 3c, 3b, 3g and 3f, were obtained. The pinacol derivatives 3b and 3g experiment the Petasis reaction with glyoxylic acid and morpholine in dichloromethane to give complexes 3h, and 3i, respectively.