One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1<i>H</i>-1,2,3-triazole

Citation: AHMED Muhammad Naeem, YASIN Khawaja Ansar, KHAN Bilal Ahmad, RIAZ Muhammad, LO Kong Mun, NASEER Muhammad Moazzam, ARSHAD Ifzan, IRSHAD Muhammad. One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole[J]. Chinese Journal of Structural Chemistry, 2016, 35(1): 55-60. doi: 10.14102/j.cnki.0254-5861.2011-0831 shu

One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole

1.
a Department of Chemistry, The University of Azad Jammu and Kashmir, Muzaffarabad 13100, Pakistan;
2.
b Department of Chemistry, University of Malaya, Kuala Lumpur 50603, Malaysia;
3.
c Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan;
4.
d Department of Chemistry, University of Poonch Rawalakot Azad Kashmir
基金项目:
This work was supported by the Higher Education Commision (HEC) (HEC)

摘要: The title compound 1-benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole (C₂₄H₁₉N₃O) was designed and synthesized using one-pot strategy and structural characterization was done by single-crystal X-ray diffraction, NMR, IR and MS. This compound was crystallized out from an ethanolic solution in triclinic system, space group P with a = 9.9038(9), b = 10.2928(9), c = 18.8715(19) Å, α = 103.541(6), β = 90.507(7), γ = 97.157(7)°, V = 1854.2(3) Å³, Z = 4, crystal size (mm) = 0.25 × 0.1 × 0.1 and R_int = 0.068. Its asymmetric unit contains two independent molecules. The crystal structure of the title compound is stabilized by intramolecular interactions of types C-H…N and C-H…O. Additionally, X-ray analysis reveals obvious C-H…π, π-π stacking interactions between two adjacent aromatic ring planes.

关键词:

English

One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole

1.
a Department of Chemistry, The University of Azad Jammu and Kashmir, Muzaffarabad 13100, Pakistan;
2.
b Department of Chemistry, University of Malaya, Kuala Lumpur 50603, Malaysia;
3.
c Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan;
4.
d Department of Chemistry, University of Poonch Rawalakot Azad Kashmir
Received Date: 25 May 2015
Fund Project:

Abstract: The title compound 1-benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole (C₂₄H₁₉N₃O) was designed and synthesized using one-pot strategy and structural characterization was done by single-crystal X-ray diffraction, NMR, IR and MS. This compound was crystallized out from an ethanolic solution in triclinic system, space group P with a = 9.9038(9), b = 10.2928(9), c = 18.8715(19) Å, α = 103.541(6), β = 90.507(7), γ = 97.157(7)°, V = 1854.2(3) Å³, Z = 4, crystal size (mm) = 0.25 × 0.1 × 0.1 and R_int = 0.068. Its asymmetric unit contains two independent molecules. The crystal structure of the title compound is stabilized by intramolecular interactions of types C-H…N and C-H…O. Additionally, X-ray analysis reveals obvious C-H…π, π-π stacking interactions between two adjacent aromatic ring planes.

Key words:

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One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole

English

One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole

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中国化学会秘书处

One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole

English

One-pot Synthesis, Characterization and Crystal Structure Determination of Novel 1,4,5-Trisubstituted 1,2,3-Triazole with Two Conformational Isomers: 1-Benzyl-5-((4-methoxyphenyl)ethynyl)-4-phenyl-1H-1,2,3-triazole

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