Comprehensive study on the topological properties of 5-Amino-2-Methyl Benzene Sulfonamide involving inter and intra molecular hydrogen bonds

Anzline, C.; Sivakumar, P.; Israel, S.; Sujatha, K.

doi:10.1016/j.molstruc.2019.127208

Cited by 8 publications

(4 citation statements)

References 61 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The calculated stabilization energy was −11.46 kJ/mol, indicating that the solvation reaction easily proceeds. The calculated C‐H bond distances of the benzene ring and macrocycle were consistent with literature values except for C1‐H1 bond and C2‐H2 bond 31 . The combination of methanol with the benzene ring and macrocycle of 1Ru‐[1 5 ]PCP cation through hydrogen bonds was responsible for the elongation of C1‐H1 bond and C2‐H2 bond.…”

Section: Resultssupporting

confidence: 84%

Investigating the exceptional adducts of alkoxides with Ru(II)–arene cations in alkyl alcohol solution using electrospray ionization mass spectrometry

Cao

Dong

et al. 2021

Rapid Comm Mass Spectrometry

View full text Add to dashboard Cite

Rationale Exploring the formation mechanism of the exceptional adducts of alkoxides with Ru(II)–arene cations in alkyl alcohol solution using electrospray ionization mass spectrometry (ESI‐MS) is crucial for further understanding the physicochemical properties of Ru(II)–arene complexes in solution. Methods All mass spectra were collected with an AB SCIEX TripleTOF 5600+ mass spectrometer in positive mode. Theoretical calculations were carried out using the density functional theory method at the B3LYP level with a hybrid basis set consisting of 6‐31G(d,p) and LanL2DZ in the Gaussian 03 program. Results When ruthenated [15]paracyclophanes (Ru‐[15]PCPs) and Ru(II)–arene dimers were dissolved in alkyl alcohol solvents, the adducts of alkoxides with Ru(II)–arene cations were observed under positive ion mode ESI‐MS, which resulted from the coordination of alkyl alcohol molecules with the Ru(II)–arene cations followed by the deprotonation of O‐H bonds of the coordinated alcohols. Furthermore, the number of alkoxides binding to Ru‐[15]PCPs was regulated by the number of ruthenium atoms. Attributed to good solubility and small steric hindrance, the signal intensity of the adducts of methoxides with Ru(II)–arene cations was the strongest among the three alkyl alcohols used in this study. Conclusions The characteristic adducts of alkoxides with Ru(II)–arene cations were pervasively present in positive ion mode ESI‐MS of nine Ru(II)–arene complexes dissolved in alkyl alcohol solvents. Taking into consideration the solubility and signal response, methanol is the most suitable solvent for the ESI‐MS experiments with Ru(II)–arene complexes among the solvents studied, where almost only the diagnostic adducts of methoxides with Ru(II)–arene cations are present.

show abstract

Section: Resultssupporting

confidence: 84%

Investigating the exceptional adducts of alkoxides with Ru(II)–arene cations in alkyl alcohol solution using electrospray ionization mass spectrometry

Cao

Dong

et al. 2021

Rapid Comm Mass Spectrometry

View full text Add to dashboard Cite

show abstract

“…By using atoms in molecular theory [ 40 ] topological analysis was performed to research. The ELF topological analysis (electrons are highly localized) denoted by (r) and LOL, contributed by ƞ(r) were carried out.…”

Section: Resultsmentioning

confidence: 99%

DFT studies of solvent effect in hydrogen abstraction reactions from different allyl-type monomers with benzoyl radical

Zhao,

Li,

Lin

et al. 2023

BMC Chemistry

View full text Add to dashboard Cite

Inert allyl-type monomers have been widely documented due to reduce degradation chain transfer. Recently, we and others discovered that the [3 + 2] cyclization reaction process by a photo-driven radical reaction, which can accelerate the polymerization. It was discovered that allyl ether monomers had much higher reactivity than other allyl monomers in the suspension photopolymerization initiated by Type I photoinitiator. Since the hydrogen abstraction reaction (HAR) is the initial step of cyclization, and in order to clarify the influence of solvents effect, three allyl-type monomers were employed, containing “O”, “N” and “S” atom as hydrogen donors. The benzoyl radical obtained from cleavage of photoinitiator was chosen as hydrogen acceptors. We explored the hydrogen abstraction reaction in different solvents (methanol, water and DMSO) by quantum chemistry for geometry and energy. An investigation was undertaken regarding the structural orbital by electrostatic potential (ESP) and topological analysis (ELF and LOL). The findings were also combined with the distortion model and transition state theory. We obtained the molecular interactions used independent gradient method in the Hirshfeld molecular density partition (IGMH). The Eckart’s correction allowed to examine the driving factors of the hydrogen abstraction reaction tunnels and these reactions constant rates are determined in the range of 500–2500 K depending on the modified Arrhenius form in different solvents effect. Our results can provide an answer for the different reactivities.

show abstract

“…[ 34 ] The bond lengths for C–N and C–O lie in the range of 1.331–1.358 Å and 1.248–1.267 Å, which reveals that the bonding between C–N and C–O has double bond nature and the bond is strongly polarized toward the nitrogen and oxygen atom because of the high electronegativity of these atoms. [ 35 ]…”

Section: Resultsmentioning

confidence: 99%

“…[34] The bond lengths for C-N and C-O lie in the range of 1.331-1.358 Å and 1.248-1.267 Å, which reveals that the bonding between C-N and C-O has double bond nature and the bond is strongly polarized toward the nitrogen and oxygen atom because of the high electronegativity of these atoms. [35] 4 . The above analysis also confirms that the CP in the heteronuclear C-O, C-N, C-H, and N-H bonds is always located closer to the less electronegative atom.…”

Section: Molecular Structurementioning

confidence: 99%

Structure, charge density, and Hirshfeld surface analysis of proton transfer complex 2‐amino‐4‐methylpyridinium 2‐(3‐methylphenyl)‐acetate

Anzline

Samuel

Sujatha³

et al. 2022

J Chinese Chemical Soc

View full text Add to dashboard Cite

The compounds m-Tolylacetic acid and 2-amino-4-Picoline were used as a precursor to synthesize the molecular complex 2-amino-4-methylpyridinium 2-(3-methylphenyl)-acetate by means of proton transfer. High-resolution X-ray diffraction data were collected for the crystallized complex at 100 K. The structure was solved spherically and further an aspherical model refinement was performed using Hansen and Coppens multipole formalism. Topological properties using AIM analysis were carried out for the title compound to understand the atom-atom interactions and the strength of the bond. The structure exhibits interesting patterns of N-H…O and C-H…O hydrogen bonds. A pair of N-H…O hydrogen bonds links the anion and cation of the molecular complex generating an R 2 2 (8) ring motif. These ring motifs are linked to adjacent anions and cations through another intermolecular N-H…O hydrogen bond generating a bifurcated R 2 2 (8)ring motif. Hirshfeld surface analysis was carried out to understand the types of inter-molecular interactions and their strengths.

show abstract

Comprehensive study on the topological properties of 5-Amino-2-Methyl Benzene Sulfonamide involving inter and intra molecular hydrogen bonds

Cited by 8 publications

References 61 publications

Investigating the exceptional adducts of alkoxides with Ru(II)–arene cations in alkyl alcohol solution using electrospray ionization mass spectrometry

Investigating the exceptional adducts of alkoxides with Ru(II)–arene cations in alkyl alcohol solution using electrospray ionization mass spectrometry

DFT studies of solvent effect in hydrogen abstraction reactions from different allyl-type monomers with benzoyl radical

Structure, charge density, and Hirshfeld surface analysis of proton transfer complex 2‐amino‐4‐methylpyridinium 2‐(3‐methylphenyl)‐acetate

Contact Info

Product

Resources

About