New 1,3,5-heterocyclohexanes bearing pendant phosphorus groups. Structure and N→P pnicogen interactions

Xotlanihua-Flores, Alfonso; Villaseñor-Granados, Tayde Osvaldo; Montes-Tolentino, Pedro; Flores‐Parra, Angelina

doi:10.1016/j.molstruc.2021.131916

Cited by 4 publications

(1 citation statement)

References 32 publications

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“…However, in the solid state, the two substituents were placed in axial position; see The above indicates that the steric interaction in axial is of lower energy than the electronic repulsion between the free electron pairs of the nitrogen and sulphur atoms when the substituents are equatorial. This behaviour is similar to that found for other thiadiazinanes reported by our work group [48][49][50][51]. Additionally, a polymorphic structure of compound 4 is reported, which was obtained by slow evaporation of the crude reaction.…”

Section: Crystallographic Characterization Of N-benzyl-triazinane (3)...supporting

confidence: 89%

Structural and Dynamic Behaviour of Heterocycles Derived from Ethylenediamines with Formaldehyde: 1,3,5-Triazinanes and Bis(imidazolidinyl)methanes

2023

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Formaldehyde is a simple chemical compound that is used as a building block in obtaining a wide range of products. The versatility of formaldehyde in chemical synthesis becomes evident when it is reacted with N-alkylethylenediamines. Therefore, this paper reports the structure and reactivity of a series of compounds derived from easily accessible molecules, such as formaldehyde, sodium hydrosulphide, and N-alkylethylenediamines. The 1,3,5-triazines (1a-1d) and bis(3-alkyl-imidazolidin-1-yl)methanes (2a-2d) were obtained by simple reaction conditions. Additionally, different proportions of sodium hydrosulphide and formaldehyde were used with N-benzylamine to obtain N-benzyltriazinane (3), N-benzylthiadiazinane (4) and N-benzyldithiazinane (5). All these compounds were characterized by analytical, spectroscopic, and spectrometric techniques, such as melting point, solubility, one-dimensional and two-dimensional nuclear magnetic resonance (13C, 1H, 15N, COSY, HETCOR, NOESY, COLOC), elemental analysis, high- and low-resolution mass spectrometry, among others. The structures of compounds 4 and 5 were obtained by single-crystal X-ray diffraction. The results show that small variations in the stoichiometry and the reaction conditions significantly influence the products obtained.

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Section: Crystallographic Characterization Of N-benzyl-triazinane (3)...supporting

confidence: 89%

Structural and Dynamic Behaviour of Heterocycles Derived from Ethylenediamines with Formaldehyde: 1,3,5-Triazinanes and Bis(imidazolidinyl)methanes

2023

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Synthesis and Biological Evaluation of 1,3,5-Dithiazinanes: Synthesis, Stereochemistry and Applications

Akhmetova,

Akhmadiev

2024

S-Heterocycles

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Importance of p-block coordination chemistry with nitrogen- and sulphur-containing 1,3,5-heterocyclohexanes: Structural and dynamic behaviour involving weak interactions

Colorado-Peralta,

Flores-Parra

2024

Coordination Chemistry Reviews

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New 1,3,5-heterocyclohexanes bearing pendant phosphorus groups. Structure and N→P pnicogen interactions

Cited by 4 publications

References 32 publications

Structural and Dynamic Behaviour of Heterocycles Derived from Ethylenediamines with Formaldehyde: 1,3,5-Triazinanes and Bis(imidazolidinyl)methanes

Structural and Dynamic Behaviour of Heterocycles Derived from Ethylenediamines with Formaldehyde: 1,3,5-Triazinanes and Bis(imidazolidinyl)methanes

Synthesis and Biological Evaluation of 1,3,5-Dithiazinanes: Synthesis, Stereochemistry and Applications

Importance of p-block coordination chemistry with nitrogen- and sulphur-containing 1,3,5-heterocyclohexanes: Structural and dynamic behaviour involving weak interactions

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