797367

[(1,2-Diphenylethene-1,2-diyl)bis(4,1-phenylene)]diboronic acid

• Synonym(s): TPE-BA
• Empirical Formula (Hill Notation): C₂₆H₂₂B₂O₄
• CAS Number: 1054451-31-8
• Molecular Weight: 420.07
• UNSPSC Code: 12352103
• PubChem Substance ID: 329768590
• NACRES: NA.23

Properties

• assay: 96%
• form: solid
• storage temp.: 2-8°C
• SMILES string: OB(O)C(C=C1)=CC=C1/C(C2=CC=CC=C2)=C(C3=CC=C(B(O)O)C=C3)\C4=CC=CC=C4
• InChI: 1S/C26H22B2O4/c29-27(30)23-15-11-21(12-16-23)25(19-7-3-1-4-8-19)26(20-9-5-2-6-10-20)22-13-17-24(18-14-22)28(31)32/h1-18,29-32H/b26-25+
• InChI key: CFKHFTZRFSABDV-OCEACIFDSA-N

Description

General description

Aggregation-induced emission luminogens (AIEgens) such as tetraphenylethene (TPE) functionalized with boronic acids form luminogen (TPE-BA). TPE-BA can form oligoboronates with D-glucose. Other sugars also form monoadduct with TPE-BA, but once such a complex is formed there is no more cis-diol that allows the oligomerization reaction to proceed, resulting in a very low emission intensity. Thus, TPE-BA could serve as a glucose-specific probe.

Application

TPE-BA is an aggregation-induced emission (AIE) dye for use in Suzuki reaction and D-Glucose detection.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable