Structural characterization of a copper(II) complex containing oxidative cyclization of N-2-(4-picolyl)-N′-(4-methoxyphenyl)thiourea, new ligands of 4-picolylthiourea derivatives and the precursor molecular structure of oxidative cyclization of N-(2-pyridyl)-N′-(4-methoxyphenyl)thiourea

Tadjarodi, Aza­deh; Adhami, Forogh; Hanifehpour, Younes; Yazdi, Maryam; Moghaddamfard, Zohreh; Kickelbick, Guido

doi:10.1016/j.poly.2007.06.014

Cited by 25 publications

(15 citation statements)

References 51 publications

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“…The experimental procedure regarding to the synthesis of Sonogashira cross-coupling reaction as intermediate compound (CYT) was already reported in literatures [26]- [28]. However, some modifications in synthetic process using low Pd-catalyst loading (1 mmol %) was applied with high yield afforded.…”

Section: Experimental Sonogashira Cross-coupling Reaction: Preparatiomentioning

confidence: 99%

Study on Semiconductor Properties of Acetylide-Thiourea Fabricated onto Interdigitated Electrodes (Ides) Platform Towards Application In Gas Sensing Technology

Daud¹,

Khairul²,

Isa³

et al. 2018

MST

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In the past few decades, the unique properties of acetylide and thiourea moieties individually have attracted great attention from researchers in various fields to be developed in numerous applications in advanced materials technology, especially as an active layer in gas sensing devices. The molecular systems of acetylide and thiourea provide a wide range of electronic properties as they possess rigid π-systems in their designated structures. In this study, a derivative of acetylide-thiourea featuring N- (4[4-aminophenyl] ethynyl benzonitrile)-N'-(4-ethyl benzoyl) thiourea (TCN) has been synthesised with the general formula of ArC(O)NHC(S)NHC≡C)Ar adopted the system of D-π-A for the significant development of conductive materials. The derivative consists of donating substituent characterised by typical spectroscopic techniques, such as infrared spectroscopy, UV-visible spectroscopy, and 1 H and 13 C Nuclear Magnetic Resonance. In turn, TCN was deposited onto interdigitated electrode (IDE) for the measurement of thin-film resistance.The resistance values of synthesised compound is caused the effect of donating substituent attached to the acetylidethiourea, which indeed altered the conductivity performances of fabricated IDE substrate. In fact, the theoretical calculation also was carried out using Gaussian 09 to evaluate the relationship between experimental and theoretical analyses of acetylide-thiourea semiconductor properties in term of energy band gap and the sensing response to the selected analyte. AbstractStudi Sifat Semikonduktor Asetilida-Thiourea sebagai Substrat Elektroda Terdigitasi (IDEs) menuju Aplikasi dalam Teknologi Penginderaan Gas. Bio ethanol adalah salah satu bahan bakar potensial di masa depan. Namun campuran etanol dalam air memiliki titik azeotrop pada konsentrasi 95,6 % berat, sehingga sulit untuk dimurnikan lebih lanjut. Metode umum yang dipakai dalam pemurnian etanol adalah menggunakan kolom distilasi azeotropik yang membutuhkan energi yang intensif dan penambahan solven tertentu. Pada penelitian ini, pemurnian etanol dilakukan dengan kolom adsorpsi dengan bahan isian cincin zeolite di dalamnya. Zeolit alam sebelum digunakan dimodifikasi dengan larutan NaOH agar kemampuan penjerapan (adsorpsi) air menjadi meningkat. Kemurnian etanol dapat mencapai lebih dari 99% dengan zeolite termodifikasi. Modifikasi ini juga meningkatkan waktu saturasi kolom sehingga kolom bisa dijalankan dengan efisien.

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Section: Experimental Sonogashira Cross-coupling Reaction: Preparatiomentioning

confidence: 99%

Study on Semiconductor Properties of Acetylide-Thiourea Fabricated onto Interdigitated Electrodes (Ides) Platform Towards Application In Gas Sensing Technology

Daud¹,

Khairul²,

Isa³

et al. 2018

MST

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“…Interestingly, there is a previous report (Tadjarodi et al, 2007) of the structure of 5-methoxy-N-(pyridin-2-yl)-1,3-benzothiazole, resulting from evaporation of the filtrate of the reaction of L1 with copper acetate. The authors report a formula based on elemental analysis for their major product (an olive-green powder), which appears to correspond to (L1-H) 2 Cu II , analogous to the structures reported by West et al (2003) (though this is not stated and no structure is included).…”

Section: Tablementioning

confidence: 99%

“…Synthetic routes to substituted benzothiazoles from thioureas often require relatively harsh conditions (for example, the Hugershoff reaction), employ expensive metal catalysts [palladium (Joyce & Batey, 2009) or ruthenium (Sharma et al, 2016)] or require the incorporation of suitably positioned aryl halogen atoms, which are more easily removed for cyclization than more strongly bound hydrogens (Wang et al, 2012;Evindar & Batey, 2006). Though copper is not used as commonly as other (catalytic) transition metals such as palladium and ruthenium, there have been a limited number of reports where this metal was successfully employed in the synthesis of 2-aminobenzothiazoles from thioureas (West et al, 2003;Tadjarodi et al, 2007).…”

Section: Introductionmentioning

confidence: 99%

Copper(II)- and gold(III)-mediated cyclization of a thiourea to a substituted 2-aminobenzothiazole

Schroeder

Hiscock

2017

Acta Crystallogr C

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Author(s) of this paper may load this reprint on their own web site or institutional repository provided that this cover page is retained. Republication of this article or its storage in electronic databases other than as specified above is not permitted without prior permission in writing from the IUCr.For further information see http://journals.iucr.org/services/authorrights.html Acta Cryst. (2017 Benzothiazole derivatives are a class of privileged molecules due to their biological activity and pharmaceutical applications. One route to these molecules is via intramolecular cyclization of thioureas to form substituted 2-aminobenzothiazoles, but this often requires harsh conditions or employs expensive metal catalysts. Herein, the copper ( ) is required for the cyclization to proceed. As such, this study provides further mechanistic insight into the role of the metal cations in these transformations.

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“…Thus, it should be able to do complexation with numerous metals. Inspired by the unique properties of thiourea derivatives in wide advanced material applications as well as previous reported structures of thiourea on several metal complexations [15][16][17], we report herein the design and synthesis of N-(4-nitrophenylcarbamothioyl)-N'-(4-methylbenzoyl) thiourea (LT1) and their palladium complexation (MLT1) as homogenous catalyst cross coupling reaction (i.e. Heck cross coupling reaction).…”

Section: Introductionmentioning

confidence: 99%

An Efficient Palladium-Thiourea Catalysed Heck Cross-Coupling Reaction for Molecular Electronic Interest

Khairul

Shariff

Rahamathullah

et al. 2017

MST

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The synthesis and utilization of C-C bonds formation are concerned about the key steps for the building of several conducting molecular electronics involving many asymmetric catalysts approached, which is an essential task that most researchers would ignore in preparing these materials to enhance the production yield of cross-coupling materials. Despite the enormous progress, there still remains a great demand for economic and practicable cross-coupling processes involving ultra-low catalyst loadings with high turnover numbers due to the employment of conventional metal catalyst. Thus, there has been an excessive interest to cultivate non-phosphine palladium catalysts for excellent achievement of activity, stability, and substrate tolerance which permit the coupling reactions to be conducted under mild reaction condition at ambient atmosphere. In this contribution, N-(4-nitrophenylcarbamothioyl)-N'-(4-methylbenzoyl) thiourea (LT1) and its metal complex of MLT1 featuring Pd (II) have been successfully characterised via typical spectroscopic methods namely; Infrared (IR) spectroscopy, Ultraviolet-visible (UV-Vis) spectroscopy, CHNS elemental analysis, and Nuclear Magnetic Resonance ( 1 H and 13 C NMR). In turn, catalytic studies of palladium catalyst (MLT1) were tested for its homogenous catalytic activity in Heck cross-coupling reaction. The reaction was monitored by Gas Chromatography-Flame Ionisation Detector (GC-FID). Results reveal that MLT1 exhibits 100% of conversion starting material into a cross-coupling product, which was alkene-based compound. Abstrak Palladium-Tiourea Yang Efisien Sebagai Katalis Reaksi Gandengan Silang Heck Untuk Molekul Elektronik.Sintesis dan penggunaan pembentukan ikatan C-C perlu diperhatikan sebagai langkah utama untuk membina beberapa molekul elektronik terkonduksi yang melibatkan banyak katalis-katalis asimetris, yang merupakan tugas yang sering diabaikan oleh kebanyakan peneliti dalam menyediakan bahan-bahan ini untuk meningkatkan pengeluaran hasil bahan gandengan silang. Meskipun telah banyak perkembangan dalam hal ini, masih ada permintaan yang tinggi untuk proses gandengan silang yang lebih ekonomis dan praktis yang hanya melibatkan pembekalan katalis yang sangat rendah dengan hasil perolehan yang tinggi dengan penggunaan katalis logam biasa. Oleh karena itu, terdapat banyak kepentingan untuk menghasilkan katalis paladium tanpa fosfina untuk pencapaian yang cemerlang dari segi aktivitas, kestabilan dan toleransi substrat yang membenarkan reaksi gandengan silang yang dijalankan dalam keadaan reaksi sederhana pada keadaan atmosfer tertentu. Dalam kajian ini, N-(4-nitrofenilcarbamotionil)-N'-(4-metilbenzoil) tiourea (LT1) dan kompleks logamnya yaitu MLT1 menampilkan Pd(II) telah berhasil dicirikan melalui kaidah spektroskopi yang biasa yaitu spektroskopi sinar inframerah (IR), spektroskopi Ultra-Lembayung Sinar Nampak (UV-Vis), analisis unsur CHNS dan Resonan Magnetik Nukleus ( 1 H dan 13 C NMR). Selanjutnya, tindak balas ini dipantau menggunakan Gas Chromatography-Fla...

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Structural characterization of a copper(II) complex containing oxidative cyclization of N-2-(4-picolyl)-N′-(4-methoxyphenyl)thiourea, new ligands of 4-picolylthiourea derivatives and the precursor molecular structure of oxidative cyclization of N-(2-pyridyl)-N′-(4-methoxyphenyl)thiourea

Cited by 25 publications

References 51 publications

Study on Semiconductor Properties of Acetylide-Thiourea Fabricated onto Interdigitated Electrodes (Ides) Platform Towards Application In Gas Sensing Technology

Study on Semiconductor Properties of Acetylide-Thiourea Fabricated onto Interdigitated Electrodes (Ides) Platform Towards Application In Gas Sensing Technology

Copper(II)- and gold(III)-mediated cyclization of a thiourea to a substituted 2-aminobenzothiazole

An Efficient Palladium-Thiourea Catalysed Heck Cross-Coupling Reaction for Molecular Electronic Interest

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