Synthesis, structure, and stereochemical non-rigidity of bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl] dichlorosilane and -germane

doi:10.1007/s11172-015-1075-3

Paper

Synthesis, structure, and stereochemical non-rigidity of bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl] dichlorosilane and -germane

Published Aug 1, 2015 · V. V. Negrebetsky, E. P. Kramarova, D. Arkhipov

Russian Chemical Bulletin

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Abstract

Bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl]dichlorosilane (1) and -germane (2) were synthesized by the reaction of 2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-3(4H)-one with bis(chloromethyl)dichlorosilane and -germane, respectively, taken in a ratio of 2 : 1. The structures of these compounds were determined and their stereodynamic behavior in solution was studied by multinuclear (1H, 13C, and 29Si) and twodimensional (1H, 13C COSY, HETCOR) NMR spectroscopy. The 29Si NMR spectroscopic study of a solution of complex 1 provides evidence that the silicon atom in this complex is pentacoordinate. The X-ray diffraction study showed that the germanium atom in complex 2 in the solid state is hexacoordinate. The permutation isomerization in the coordination units of complexes 1 and 2 was found and investigated by dynamic 1H NMR spectroscopy. Different mechanisms of stereodynamic transformations are suggested and discussed.

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Bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl] dichlorosilane and -germane show stereochemical non-rigidity, with silicon in complex 1 being pent

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis, structure, and stereochemical non-rigidity of bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl] dichlorosilane and -germane

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References

Synthesis, properties and reactivity of intramolecular hypercoordinate silicon complexes

This paper summarizes the current state of hypercoordinate silicon compounds, focusing on their synthesis, properties, structures, and reactivity, while discussing possible stereodynamic mechanisms.

Synthesis and tuning of optical properties of conjugated polymers involving benzo[h]quinoline-based neutral pentacoordinate organosilicon complexes in the main chain

Conjugated polymers containing pentacoordinate silicon complexes can be tuned to exhibit new absorption bands and bathochromic shifts in emission spectra, enabling intramolecular charge transfer after excitation.

Synthesis and structural characterization of hexacoordinate silicon, germanium, and titanium complexes of the E. coli siderophore enterobactin.

The E. coli siderophore enterobactin can bind Si(IV) under physiological conditions, revealing a correlation between ionic radius and structural changes in enterobactin upon complexation.

Synthesis of Silaoxazolinium Salts Bearing Weakly Coordinating Anions: Structures and Catalytic Activities in the Aldol Reaction

Silaoxazolinium salts 2 exhibit effective catalytic activity in the Mukaiyama aldol reaction, with structures and structures revealing their silylium cation character.

Synthesis, Characterization, and Pharmacological Evaluation of Silicon-Containing Aminoquinoline Organometallic Complexes As Antiplasmodial, Antitumor, and Antimycobacterial Agents

Silicon-containing aminoquinoline organometallic complexes show potential as antiplasmodial, antitumor, and antimycobacterial agents against chloroquine-sensitive and chloroquine-resistant malaria parasites.

Citations

Halogen exchange in complexes of hexacoordinate tin (LnCH2)2SnX2 and (LnCH2)2SnY2 containing lactamomethyl n-membered C,O-chelate ligands LnCH2 (n = 5–7; X, Y = Cl, Br, I)

Halogen exchange reactions between hexacoordinate tin dihalides produce mixed dihalides (LnCH2 ) 2 SnXY, which readily form in solutions but have not been isolated as individual compounds.

Selective recovery of germanium from iron-rich solutions using a supported ionic liquid phase (SILP)

The supported ionic liquid phase (SILP) effectively selectively recovers germanium from iron-rich solutions, with a selectivity factor of 34 400, demonstrating the high potential of this process.

Synthesis, structure, and stereochemical non-rigidity of bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl] dichlorosilane and -germane

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References

Synthesis, properties and reactivity of intramolecular hypercoordinate silicon complexes

This paper summarizes the current state of hypercoordinate silicon compounds, focusing on their synthesis, properties, structures, and reactivity, while discussing possible stereodynamic mechanisms.

Synthesis and tuning of optical properties of conjugated polymers involving benzo[h]quinoline-based neutral pentacoordinate organosilicon complexes in the main chain

Conjugated polymers containing pentacoordinate silicon complexes can be tuned to exhibit new absorption bands and bathochromic shifts in emission spectra, enabling intramolecular charge transfer after excitation.

Synthesis and structural characterization of hexacoordinate silicon, germanium, and titanium complexes of the E. coli siderophore enterobactin.

The E. coli siderophore enterobactin can bind Si(IV) under physiological conditions, revealing a correlation between ionic radius and structural changes in enterobactin upon complexation.

Synthesis of Silaoxazolinium Salts Bearing Weakly Coordinating Anions: Structures and Catalytic Activities in the Aldol Reaction

Silaoxazolinium salts 2 exhibit effective catalytic activity in the Mukaiyama aldol reaction, with structures and structures revealing their silylium cation character.

Synthesis, Characterization, and Pharmacological Evaluation of Silicon-Containing Aminoquinoline Organometallic Complexes As Antiplasmodial, Antitumor, and Antimycobacterial Agents

Silicon-containing aminoquinoline organometallic complexes show potential as antiplasmodial, antitumor, and antimycobacterial agents against chloroquine-sensitive and chloroquine-resistant malaria parasites.

Citations

Halogen exchange in complexes of hexacoordinate tin (LnCH2)2SnX2 and (LnCH2)2SnY2 containing lactamomethyl n-membered C,O-chelate ligands LnCH2 (n = 5–7; X, Y = Cl, Br, I)

Halogen exchange reactions between hexacoordinate tin dihalides produce mixed dihalides (LnCH2 ) 2 SnXY, which readily form in solutions but have not been isolated as individual compounds.

Selective recovery of germanium from iron-rich solutions using a supported ionic liquid phase (SILP)

The supported ionic liquid phase (SILP) effectively selectively recovers germanium from iron-rich solutions, with a selectivity factor of 34 400, demonstrating the high potential of this process.

Halogen exchange in complexes of hexacoordinate tin (LnCH2)2SnX2 and (LnCH2)2SnY2 containing lactamomethyl n-membered C,O-chelate ligands LnCH2 (n = 5–7; X, Y = Cl, Br, I)