5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde

CAS Number 1033752-94-1

Boronates, Carbaldehyde Monomers, Chemistry Building Blocks, COF Ligands, Materials, Porous Organic Frameworks

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde MSDS

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde CAS 1033752-94-1

Covalent organic frameworks (COFs) meta-terphenyl ligand

serves as a synthesis intermediate for COFs that are applied in photocatalytic hydrogen reaction and up-conversion luminescence

Overview
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5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde (CAS number 1033752-94-1), is a meta-terphenyl derivative that features a pinacolborane and two aldehyde groups. The presence of the pinacolborane and aldehyde functional groups allows for stepwise functionalisation of the molecules to enable sophisticated molecular design. A series of novel crystalline 2D COFs is prepared by using 5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde as a C₂ linker. The 2D COFs are highly conjugated and exhibit two-photon up-conversion luminescence.

The synthesis of those COFs is versatile as the core in between two 5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde units can be altered to incorporate desired functional molecules through Suzuki coupling reactions. The resulting semiconducting COFs are employed in photocatalytic hydrogen generation with an evolution rate up to 1410 μmol g^-1 h^-1.

Duo functionality

Enabling post-functionalisation

High Purity

>98% Purity

Worldwide shipping

Quick and reliable shipping

MOF and COF ligands

Aldehyde and Bpin ligand for cross-linked COF networks

General Information

CAS Number	1033752-94-1
Chemical Formula	C₂₆H₂₅BO₄
Full Name	5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde
Molecular Weight	412.29 g/mol
Synonyms	N/A
Classification / Family	COFs, Aldehyde ligands, Pinacolborane ligands, Photocatalytic hydrogen reaction, Semiconducting COFs, Up-conversion luminescence

Chemical Structure

Product Details

Purity	98%
Melting Point	N/A
Appearance	White to off-white powder

MSDS Documentation

5'-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-4,4''-dicarbaldehyde MSDS Sheet

Literature and Reviews

Module-patterned polymerization towards crystalline 2D sp²-carbon covalent organic framework semiconductors, E. Jin et al., Angew. Chem. Int. Ed., 61, e202115020 (2022); DOI: 10.1002/anie.202115020.
COF-derived N,P Co-doped carbon as a metal-free catalyst for highly efficient oxygen reduction reaction, C. Yang et al., ChemNanoMat., 5, 957 (2019); DOI: 10.1002/cnma.201900159.
Benzothiadiazole and its derivatives-based sp² carbon-conjugated covalent organic frameworks for photocatalytic hydrogen generation, C.-H. Han et al., J. Mater. Chem. C, 11, 12000–12006 (2023); DOI: 10.1039/D3TC02305B.
Isomeric route to Schiff-based single-layered covalent organic frameworks, X.-H. Liu et al., Small, 10 (23), 4934–4939 (2014); DOI: 10.1002/smll.201400899.

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