scholarly journals Synthesis of Unexpected Dimethyl 2-(4-Chlorophenyl)-2,3-dihydropyrrolo[2,1-a]isoquinoline-1,3-dicarboxylate via Hydrolysis/Cycloaddition/Elimination Cascades: Single Crystal X-ray and Chemical Structure Insights

Crystals ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 6
Author(s):  
Mezna Saleh Altowyan ◽  
Saied M. Soliman ◽  
Matti Haukka ◽  
Nora H. Al-Shaalan ◽  
Aminah A. Alkharboush ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Single Crystal ◽  
Chemical Shifts ◽  
Spectroscopic Properties ◽  
Crystal Structure Analysis ◽  
X Ray ◽  
Tricyclic Compound ◽  
Iminium Ion ◽  
Td Dft ◽  
Ethylene Derivative

Hydrolysis/[3 + 2] cycloaddition/elimination cascades employed for the synthesis of unexpected tricyclic compound derived from isoquinoline. Reaction of ethylene derivative 1 with the isoquinoline ester iminium ion 2 in alkaline medium (MeOH/NEt3) under reflux for 1 h resulted in the formation of the fused pyrrolo[2,1-a]isoquinoline derivative 3. Its structure was elucidated by X-ray single crystal and other spectrophotometric tools. Hirshfeld calculations for 3 and its crystal structure analysis revealed the importance of the short O…H (19.1%) contacts and the relatively long H…C (17.1%), Cl…H (10.6%) and C…C (6.1%) interactions in the molecular packing. DFT calculations were used to compute the electronic and spectroscopic properties of the studied system. The studied compound has polar nature (3.5953 Debye). TD-DFT calculations assigned the shortest wavelength band (220 nm) to the HOMO−1→LUMO+2 (57%), HOMO−1→LUMO+4 (14%) mixed excitations. The calculated NMR chemical shifts correlated very well with the experimental data (R2 = 0.93–0.94).

Thioether linked meso functionalized BODIPY DYEmer

2021 ◽  
pp. A-H
Author(s):  
Bhausaheb Dhokale ◽  
Indresh Singh Yadav ◽  
Shaikh M. Mobin ◽  
Rajneesh Misra
Keyword(s):  
Dft Calculations ◽  
Single Crystal ◽  
Room Temperature ◽  
Structural Parameters ◽  
Time Dependent ◽  
Lumo Energy ◽  
X Ray ◽  
X Ray Crystallography ◽  
Td Dft ◽  
Meso Position

Thioether linked meso BODIPY DYEmer 3 was synthesized by two different routes. The reaction of dipyrrothioketone 1 and 8-chloro BODIPY 2 in the presence of triethylamine followed by complexation with [Formula: see text] resulted in thioether linked meso functionalized BODIPY DYEmer 3. Using another route, the reaction of 8-chloro BODIPY 2 with sodium hydrosulphide (NaSH) at room temperature resulted in the thioether linked meso BODIPY DYEmer 3. The DYEmer 3 was characterized by 1H, [Formula: see text]C, [Formula: see text]B, [Formula: see text]F NMR, HRMS, and single crystal X-ray crystallography. The properties of DYEmer 3 was compared with the previously reported thioether linked [Formula: see text] and [Formula: see text] BODIPY DYEmers 4 and 5. The structural parameters indicating the intramolecular arrangements of two BODIPY units of DYEmer were compared and corelated with the observed properties. The time-dependent DFT (TD-DFT) calculations suggested that the thioether group at meso position of BODIPY 3 stabilizes the LUMO energy than 8-chloro BODIPY 2. Compared to 8-chloro BODIPY 2 the HOMO-1 of DYEmer 3 is destabilized whereas the LUMO+1 is stabilized.

Single-crystal structure analysis of a novel aryl phosphinate diglycidyl ether

1999 ◽  
Vol 55 (4) ◽  
pp. 525-529 ◽  
Author(s):  
Ching-Sheng Cho ◽  
Wen-Bin Liau ◽  
Leo-Wang Chen
Keyword(s):  
Crystal Structure ◽  
Single Crystal ◽  
Chemical Shifts ◽  
Glycidyl Ether ◽  
Diglycidyl Ether ◽  
Crystal Structure Analysis ◽  
Epoxide Ring ◽  
X Ray Diffraction ◽  
X Ray ◽  
Single Crystal Structure Analysis

The crystal structure of 10-[2,5-bis(2,3-epoxy-1-propoxy)phenyl]-9-oxa-10-phosphaphenanthren-10-one has been studied by single-crystal X-ray diffraction. The unit cell of C24H21O6P, M r = 436.4, is triclinic, P1¯, with a = 8.507 (3), b = 10.613 (4), c = 12.457 (3) Å, α = 80.05 (3), β = 71.38 (2), γ = 76.69 (3)°, V = 1031.1 (6) Å3, Z = 2, D x = 1.406 Mg m−3 and μ(Mo Kα) = 0.17 mm−1. The final R (wR) is 0.063 (0.057) {w = 1/[σ2(F) + 0.0004F 2]} for 3619 unique reflections measured at 295 K. The aryl phosphinate group bonded to the central phenyl ring comes close to one of the two glycidyl ether groups, the epoxide ring of which is ordered. The epoxide ring far from the aryl phosphinate group is disordered. The NMR chemical shifts of the protons of the glycidyl ether group close to the aryl phosphinate group are reduced by the `ring-current effect'.

scholarly journals Synthesis Single Crystal X-ray Structure DFT Studies and Hirshfeld Analysis of New Benzylsulfanyl-Triazolyl-Indole Scaffold

Crystals ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 685 ◽  
Author(s):  
Ahmed T. A. Boraei ◽  
Saied M. Soliman ◽  
Sammer Yousuf ◽  
Assem Barakat
Keyword(s):  
Density Functional Theory ◽  
Dft Calculations ◽  
Single Crystal ◽  
13C Nmr ◽  
Density Functional ◽  
Chemical Shifts ◽  
Functional Theory ◽  
X Ray ◽  
Reactivity Descriptors ◽  
Hirshfeld Analysis

Benzylsulfanyl-triazolyl-indole scaffold was synthesized through coupling of 4-amino-5-(1H-indol-2-yl)-1,2,4-triazol-3(2H)-thione and benzyl bromide in EtOH under basic conditions (K2CO3). The benzylation direction was deduced from the 13C NMR signal found at 35.09 ppm, assigned for the methylene carbon of the benzyl group, this value indicates that the benzyl group attacks sulfur, not nitrogen. 1H NMR, 13C NMR, COSY, HMQC, HRMS and X-ray single crystal diffraction analysis were used for structure assignment. The desired compound accomplished in good yield. Hirshfeld analysis revealed the importance of the short N...H (1.994–2.595 Ǻ), S…H (2.282 Ǻ) and C…H (2.670 Ǻ) contacts as well as the weak π-π stacking interactions in the molecular packing of benzylthio-triazolyl-indole scaffold. Its electronic and structural aspects were predicted using density functional theory (DFT) calculations and the reactivity descriptors as well. The Uv-Vis spectral bands were assigned based on the time-dependant density functional theory TD-DFT calculations, while the gauge-including atomic orbitals (GIAO) method was used to predict the 1H and 13C NMR chemical shifts.

Sythesis, single crystal X-ray analysis, and DFT calculations of te rt-butyl 4-(4-nitrophenyl)piperazine-1-carboxylate

2021 ◽  
pp. 1-9
Author(s):  
Zhi song Yang ◽  
Xiangzhi Cai ◽  
Junjiang Chen ◽  
Yuan Shi ◽  
Pengyue Huang ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Single Crystal ◽  
X Ray

Dithienosilole extended BODIPYs: Synthesis and spectroscopic properties

2019 ◽  
Vol 23 (06) ◽  
pp. 664-670 ◽  
Author(s):  
Yijuan Sun ◽  
Lizhi Gai ◽  
Yitong Wang ◽  
Zhirong Qu ◽  
Hua Lu
Keyword(s):  
Absorption Coefficient ◽  
Dft Calculations ◽  
Knoevenagel Condensation ◽  
Spectroscopic Properties ◽  
Condensation Reactions ◽  
Spectral Bands ◽  
Spectral Shifts ◽  
Td Dft

3,/3,5-Dithienosilole-vinyl-BODIPYs were readily synthesized through Knoevenagel condensation reactions. Spectroscopic properties of two dyes in various solvents were investigated. Dyes 1 and 2 show an absorption maxima at 620 and 738 nm with absorption coefficient of 60900 and 77900 [Formula: see text] cm[Formula: see text] in DCM, respectively. Significant red shifts of the main spectral bands are observed relative to that of the parent 1,3,5,7-tetramethyl-BODIPY. TD-DFT calculations reproduce the spectral shifts and experimental spectra.

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