Calix[n]triazoles and Related Conformational Studies

Illan Kim, Kyoung Chul Ko, Woo Ram Lee, Jihee Cho, Jong Hun Moon, Dohyun Moon, Amit Sharma, Jin Yong Lee, Jong Seung Kim, Sanghee Kim

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Calix[n]triazoles are developed as new derivatives in the calixarene family. Calixtriazole compounds 2-4 are synthesized using an iterative convergent strategy including an inter-/intramolecular copper(I)-catalyzed azide-alkyne cycloaddition reaction. Solid-state structures are clearly refined to give 1,2-alternate and partial cone conformations for calix[4]triazole and calix[5]triazole, respectively. Theoretical studies based on density functional theory (DFT) calculations indicated that intermolecular interactions are crucial in determining the conformers of the crystals, and the most stable conformers of calix[4]triazole, calix[5]triazole, and calix[6]triazole in the monomeric forms are 1,3-alternate, 1,3-alternate, and 1,3,5-alternate, respectively.

Original languageEnglish
Pages (from-to)5509-5512
Number of pages4
JournalOrganic Letters
Volume19
Issue number20
DOIs
Publication statusPublished - 2017 Oct 20

Fingerprint

Triazoles
cycloaddition
alkynes
cones
density functional theory
solid state
copper
crystals
interactions
Calixarenes
Alkynes
Azides
Cycloaddition
Cycloaddition Reaction
Density functional theory
Conformations
Cones
Copper
Theoretical Models
Derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Kim, I., Ko, K. C., Lee, W. R., Cho, J., Moon, J. H., Moon, D., ... Kim, S. (2017). Calix[n]triazoles and Related Conformational Studies. Organic Letters, 19(20), 5509-5512. https://doi.org/10.1021/acs.orglett.7b02557

Calix[n]triazoles and Related Conformational Studies. / Kim, Illan; Ko, Kyoung Chul; Lee, Woo Ram; Cho, Jihee; Moon, Jong Hun; Moon, Dohyun; Sharma, Amit; Lee, Jin Yong; Kim, Jong Seung; Kim, Sanghee.

In: Organic Letters, Vol. 19, No. 20, 20.10.2017, p. 5509-5512.

Research output: Contribution to journalArticle

Kim, I, Ko, KC, Lee, WR, Cho, J, Moon, JH, Moon, D, Sharma, A, Lee, JY, Kim, JS & Kim, S 2017, 'Calix[n]triazoles and Related Conformational Studies', Organic Letters, vol. 19, no. 20, pp. 5509-5512. https://doi.org/10.1021/acs.orglett.7b02557
Kim I, Ko KC, Lee WR, Cho J, Moon JH, Moon D et al. Calix[n]triazoles and Related Conformational Studies. Organic Letters. 2017 Oct 20;19(20):5509-5512. https://doi.org/10.1021/acs.orglett.7b02557
Kim, Illan ; Ko, Kyoung Chul ; Lee, Woo Ram ; Cho, Jihee ; Moon, Jong Hun ; Moon, Dohyun ; Sharma, Amit ; Lee, Jin Yong ; Kim, Jong Seung ; Kim, Sanghee. / Calix[n]triazoles and Related Conformational Studies. In: Organic Letters. 2017 ; Vol. 19, No. 20. pp. 5509-5512.
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