Abstract
We report herein the efficient one-pot synthesis of 3,4-biaryl-2,5-dichlorothiophene derivatives (2a–2i) via a palladium-catalyzed Suzuki cross-coupling reaction. A series of thiophene derivatives were synthesized, starting from 3,4-dibromo-2,5-dichlorothiophene (1) and various arylboronic acids using Pd(PPh3)4 and K3PO4 with moderate to good yields. For further insights about the structure and property relationship, density functional theory (DFT) calculations were performed. A relaxed potential energy surface (PES) scan was performed to locate the minimum energy structure. A frontier molecular orbitals analysis was performed to explain the reactivity of all synthesized derivatives. As the synthesized derivatives had extended conjugations, therefore the first hyperpolarizability (βo) was calculated to investigate their potential as non-linear optical (NLO) materials and significant βo values were found for the 2b and 2g derivatives.
Highlights
In 1970, Davydov and co-workers reported the significance of organic materials based on a strong second harmonic generation (SHG) and formulated a base for interest for organic-based systems in non-linear optics (NLO) [1]
Dang and andco-workers co-workers reported the carbon-carbon based substrate and a seriesand of different catalyzed by palladium-(0), leading to the thiophene-based substrate a seriesarylboronic of differentacids arylboronic acids catalyzed by palladium-(0), formation of
The results have revealed that the different arylboronic acids bearing electronThese coupling reactions were performed in a mixture of 1,4-dioxane water as a solvent in a ratio donating or electron-withdrawing substituents have different effects and on the structure and properties temperature at 90 C to palladium-catalyzed carry out these couplings
Summary
In 1970, Davydov and co-workers reported the significance of organic materials based on a strong second harmonic generation (SHG) and formulated a base for interest for organic-based systems in non-linear optics (NLO) [1]. The important requirements for being a good non-linear optical material are a high chemical and thermal stability, good transparency and a greater. Symmetry 2018, 10, x FOR PEER REVIEW non-linear optical coefficient [2,3]. The advanced non-linear optical materials with all of these optical coefficient [2,3]. The advanced non-linear optical materials with all of these characteristics are characteristics are an important area of research in the field of photonics. Organic an important area of research in the field of photonics. Organic chemists have tried to chemists have tried to establish such organic materials due to their applications such as they establish such organic materials due to their applications such as they can be used in optical data can be used in optical data storage, optical information processing and telecommunications [4,5,6]
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
