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

Catalog NumberACM1054451318

CAS Number1054451-31-8

CategoryBioelectronic Materials; Organic Light-Emitting Diode (OLED) Materials; Other Materials

[(1,2-Diphenylethene-1,2-diyl)bis(4,1-phenylene)]diboronic acid
Synonyms
TPE-BA
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.
IUPAC Name
[4-[(E)-2-(4-boronophenyl)-1,2-diphenylethenyl]phenyl]boronic acid
Molecular Weight
420.07
Molecular Formula
C26H22B2O4
Canonical SMILES
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+,CFKHFTZRFSABDV-OCEACIFDSA-N
InChI Key
CFKHFTZRFSABDV-OCEACIFDSA-N
Melting Point
2-8°C
Application
TPE-BA is an aggregation-induced emission (AIE) dye for use in Suzuki reaction and D-Glucose detection.
Storage
room temp
Assay
0.96
Complexity
543
Covalently-Bonded Unit Count
1
Exact Mass
420.170419g/mol
Form
solid
Formal Charge
0
Heavy Atom Count
32
Monoisotopic Mass
420.170419g/mol
Packaging
25 mg in glass insert
Rotatable Bond Count
6
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