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632961 Sigma-Aldrich

5′-Hexyl-2,2′-bithiophene-5-boronic acid pinacol ester

97%

Synonym: 2-(5′-Hexyl-2,2′-bithien-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-[5′-hexyl-2,2′-bithien-5-yl]-1,3,2-dioxaborolane, 5′-N-Hexyl-2,2′-bithiophene-5-boronic acid pinacol ester, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5′-N-hexyl-2,2′-bithiophene, 5-Hexyl-5′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene

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Description

Application

Reagent use for
• Suzuki-Miyaura cross-coupling reactions and shape-shifting in contorted dibenzotetrathienocoronenes
• Oligothiophene self-assembly induction into fibers with tunable shape and function
• Stille coupling and p-conjugated packing structure and hole mobility of bithiophene-bithiazole copolymers with alkyl-thiophene side chains

Reagent used in Preparation of
• Solution-processed ambipolar field-effect transistor
• Light harvesting small molecules for use in solution-processed small molecule bulk heterojunction solar cell devices
• Light-emitting diode (OLED) materials
• Unsymmetric substituted benzothiadiazole-containing vinyl monomers for RAFT polymerization
• Pd-catalyzed condensations and synthesis of isoindigo-based oligothiophenes for molecuar bulk heterojunction solar cells
• Thiophene-benzothiadiazole based donor-acceptor-donor materials

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Boronic Acid Esters - Chemfiles Volume 4 Article 2

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura et al. demonst...
Chemfiles Volume 4 Article 2
Keywords: Coupling reactions, Suzuki-Miyaura coupling

Suzuki–Miyaura Coupling Reagents

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction. New offerings a...
ChemFiles Volume 4 Article 2
Keywords: Coupling reactions

Related Content

Oligothiophene Synthesis

Oligothiophenes and their functional derivatives are used in a number of high-technology applications including OLEDs, OFETs and OPVs, where the ability to functionalize the oligothiophene backbone a...
Keywords: Building blocks, Coupling reactions, Sublimation, Suzuki coupling

Peer-Reviewed Papers
15

References

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