1,3,6,8-Tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene

CAS Number 1398053-00-3

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

1,3,6,8-Tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene MSDS

1,3,6,8-Tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene CAS 1398053-00-3

Covalent organic frameworks (COFs) Pyrene ligand

Tetratopic bridging ligand for the synthesis of COFs in application of neutron detection, scintillator and hydrogen evolution reactions (HERs)

Overview
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1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene is a pyrene with four boronic acid pinacolate ester side groups at 1,3,6,8-positions. Pyrene tetraboronic ester is mechanically ground fluorescence active but phosphorescence inactive. It exhibits room temperature phosphorescence in air with mechanical force due to the good communication between singlet and triplet states from the efficient intermolecular electronic coupling in the dimer formed upon scratching.

Being boron rich, 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene finds application in n neutron detection. By blending the fluorescent dopant in poly(vinyltoluene) matrice, it shows comparable scintillation light output and neutron capture as state-of-the art commercial scintillator.

Conjugated microporous polymer PyDF with alternating acceptor unit of fluorinated dibenzothiophene-dioxide (DBTDO) and donor units of pyrene shows excellent photocatalytic activity with an attractive photocatalytic hydrogen generation rate of 18.93 mmol h⁻¹ g⁻¹, thanks to the efficient separation of light-generated electrons and holes.

MOF and COF ligands

Boronic ester ligand for cross-linked COF networks

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

Facile reactions

Readily polycondensation cross-coupling reactions to form COF networks

General Information

CAS Number	1398053-00-3
Chemical Formula	C₄₀H₅₄B₄O₈
Full Name	1,3,6,8-Tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene
Molecular Weight	706.1 g/mol
Synonyms	TPPY, 1,3,6,8-Tetra(pinacolboryl)pyrene
Classification / Family	COFs, Pyrenes, Boronic esters, HERs

Chemical Structure

Product Details

Purity	> 97%
Melting Point	N/A
Appearance	Beige to yellow powder/crystals

MSDS Documentation

1,3,6,8-Tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene MSDS Sheet

Literature and Reviews

Mechano-responsive room temperature luminescence variations of boron conjugated pyrene in air, V. Wakchaure et al., Chem. Commun., 54, 6028-6031 (2018); DOI: 10.1039/C8CC03494J.
Substituent effect of conjugated microporous polymers on the photocatalytic hydrogen evolution activity, X. Gao et al., J. Mater. Chem. A, 8, 2404-2411 (2020); DOI: 10.1039/C9TA13212K.
Boron-rich benzene and pyrene derivatives for the detection of thermal neutrons, H. Yemam et al., Sci. Rep., 5, 13401 (2015); DOI: 10.1038/srep13401.
Phenazine-based conjugated microporous polymers: Influence of planarity and imine content on energy storage performance, M. Kotp et al., Colloids Surf. A Physicochem. Eng. Asp., 685, 133210 (2024); DOI: 10.1016/j.colsurfa.2024.133210.
Electrochemical Stimuli-Driven Facile Metal-Free Hydrogen Evolution from Pyrene-Porphyrin-Based Crystalline Covalent Organic Framework, S. Bhunia et al., ACS Appl. Mater. Interfaces, 9 (28), 23843–23851 (2017); DOI: 10.1021/acsami.7b06968.
Metal-Free Pyrene-Based Conjugated Microporous Polymer Catalyst Bearing N- and S-Sites for Photoelectrochemical Oxygen Evolution Reaction, S. Das et al., Front. Chem., 9, 803860 (2021); DOI: 10.3389/fchem.2021.803860.
Bisulfone-Functionalized Organic Polymer Photocatalysts for High-Performance Hydrogen Evolution, C. Shu et al., ChemSusChem, 13 (2), 369-375 (2020); DOI: 10.1002/cssc.201902797.
A Universal Strategy for Boosting Hydrogen Evolution Activity of Polymer Photocatalysts under Visible Light by Inserting a Narrow-Band-Gap Spacer between Donor and Acceptor, C. Han et al., Adv. Funct. Mater., 32 (16), 2109423 (2022); DOI: 10.1002/adfm.202109423.

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