Cyclothiomethylation of primary amines with formaldehyde and aromatic dithiols – an effective method for the synthesis of cyclophanes

Khabibullina, G. R.; Fedotova, E. S.; Tyumkina, T. V.; Абдуллин, М. И.; Ибрагимов, А. Г.; Джемилев, У. М.

doi:10.1007/s10593-018-2341-8

Cited by 4 publications

(1 citation statement)

References 24 publications

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“…Chiral macrocycles with multiple non-covalent bonding sites show chiral recognition to different anions (Ema et al, 2014;Khalilov et al, 2021;Maharramov et al, 2010). S,N-Containing macrobicyclic azacryptands (Khabibullina et al, 2018;Naghiyev et al, 2020;Safavora et al, 2019) including dipyrrolylmethane subunits in their structures exhibit a high affinity to anions, especially the fluoride ion (Guchhait, et al, 2011;Shikhaliyev et al, 2018Shikhaliyev et al, , 2019 and can be used as chemical delivery systems.…”

Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of (2² RS,2³ SR,2⁵ RS,2⁶ SR)-2³,2⁵,5-trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-2⁴-one

et al. 2023

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The title compound, C20H21F3N2O4, features a main twelve-membered difuryl ring with which the furan rings make dihedral angles of 76.14 (5) and 33.81 (5)°. The dihedral angle between the furan rings is 42.55 (7)°. The six-membered nitrogen heterocycle has a twist-boat conformation. In the crystal, pairs of molecules are connected by intermolecular C—H...O interactions, generating an R 2 2(14) ring motif. These pairs of molecules form zigzag chains along the a-axis direction by means of C—H...F interactions. Furthermore, C—H...π and C–F...π interactions link the molecules into chains along the b-axis direction, forming sheets parallel to the (001) plane. These sheets are also connected by van der Waals interactions.

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Section: Chemical Contextmentioning

confidence: 99%

Crystal structure and Hirshfeld surface analysis of (2² RS,2³ SR,2⁵ RS,2⁶ SR)-2³,2⁵,5-trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-2⁴-one

et al. 2023

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Catalytic thiomethylation of aminobenzamides using bis(N,N-dimethylamino)methane, hydrogen sulfide, and its sodium salts

et al. 2021

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Catalytic thiomethylation of regioisomeric aminobenzamides using bis(N,N-dimethylamino)methane and α,ω-alkanedithiols

2021

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Cyclothiomethylation of primary amines with formaldehyde and aromatic dithiols – an effective method for the synthesis of cyclophanes

Cited by 4 publications

References 24 publications

Crystal structure and Hirshfeld surface analysis of (2² RS,2³ SR,2⁵ RS,2⁶ SR)-2³,2⁵,5-trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-2⁴-one

Crystal structure and Hirshfeld surface analysis of (2² RS,2³ SR,2⁵ RS,2⁶ SR)-2³,2⁵,5-trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-2⁴-one

Catalytic thiomethylation of aminobenzamides using bis(N,N-dimethylamino)methane, hydrogen sulfide, and its sodium salts

Catalytic thiomethylation of regioisomeric aminobenzamides using bis(N,N-dimethylamino)methane and α,ω-alkanedithiols

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Cyclothiomethylation of primary amines with formaldehyde and aromatic dithiols – an effective method for the synthesis of cyclophanes

Cited by 4 publications

References 24 publications

Crystal structure and Hirshfeld surface analysis of (22 RS,23 SR,25 RS,26 SR)-23,25,5-trimethyl-21-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-24-one

Crystal structure and Hirshfeld surface analysis of (22 RS,23 SR,25 RS,26 SR)-23,25,5-trimethyl-21-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-24-one

Catalytic thiomethylation of aminobenzamides using bis(N,N-dimethylamino)methane, hydrogen sulfide, and its sodium salts

Catalytic thiomethylation of regioisomeric aminobenzamides using bis(N,N-dimethylamino)methane and α,ω-alkanedithiols

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Crystal structure and Hirshfeld surface analysis of (2² RS,2³ SR,2⁵ RS,2⁶ SR)-2³,2⁵,5-trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-2⁴-one

Crystal structure and Hirshfeld surface analysis of (2² RS,2³ SR,2⁵ RS,2⁶ SR)-2³,2⁵,5-trimethyl-2¹-(2,2,2-trifluoroacetyl)-5-aza-2(2,6)-piperidina-1,3(2,5)-difuranacyclohexaphan-2⁴-one