One "click" access to self-complementary molecular modules for halogen bonding

G. Cavallo (Corresponding Author), P. Metrangolo, T. Pilati, G. Resnati, A. Scrivanti, M. Aversa, E. Cariati

Research output: Contribution to journalArticleScientificpeer-review

1 Citation (Scopus)

Abstract

Novel D-p-A push-pull chromophores were synthesized in good yields by CuAAc coupling of 4-X-2,3,5,6-tetrafluorophenyl-1-azides (X = H, Br, I) with 4-ethynyl-dimethylaniline. Thanks to the self-complementary binding sites at the molecular ends, the iodo derivative self-organizes in the solid state forming head-to-tail halogen-bonded one-dimensional unlimited chains. The second-order NLO properties of the iodo compound have been investigated by the solution-phase electric field induced second-harmonic generation method (EFISH).
Original languageEnglish
Pages (from-to)36723-36727
JournalRSC Advances
Volume6
Issue number43
DOIs
Publication statusPublished - 2016
MoE publication typeA1 Journal article-refereed

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Halogens
Azides
Binding sites
Chromophores
Harmonic generation
Binding Sites
Electric fields
Derivatives

Cite this

Cavallo, G., Metrangolo, P., Pilati, T., Resnati, G., Scrivanti, A., Aversa, M., & Cariati, E. (2016). One "click" access to self-complementary molecular modules for halogen bonding. RSC Advances, 6(43), 36723-36727. https://doi.org/10.1039/c6ra05341f
Cavallo, G. ; Metrangolo, P. ; Pilati, T. ; Resnati, G. ; Scrivanti, A. ; Aversa, M. ; Cariati, E. / One "click" access to self-complementary molecular modules for halogen bonding. In: RSC Advances. 2016 ; Vol. 6, No. 43. pp. 36723-36727.
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Cavallo, G, Metrangolo, P, Pilati, T, Resnati, G, Scrivanti, A, Aversa, M & Cariati, E 2016, 'One "click" access to self-complementary molecular modules for halogen bonding', RSC Advances, vol. 6, no. 43, pp. 36723-36727. https://doi.org/10.1039/c6ra05341f

One "click" access to self-complementary molecular modules for halogen bonding. / Cavallo, G. (Corresponding Author); Metrangolo, P.; Pilati, T.; Resnati, G.; Scrivanti, A.; Aversa, M.; Cariati, E.

In: RSC Advances, Vol. 6, No. 43, 2016, p. 36723-36727.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - One "click" access to self-complementary molecular modules for halogen bonding

AU - Cavallo, G.

AU - Metrangolo, P.

AU - Pilati, T.

AU - Resnati, G.

AU - Scrivanti, A.

AU - Aversa, M.

AU - Cariati, E.

PY - 2016

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N2 - Novel D-p-A push-pull chromophores were synthesized in good yields by CuAAc coupling of 4-X-2,3,5,6-tetrafluorophenyl-1-azides (X = H, Br, I) with 4-ethynyl-dimethylaniline. Thanks to the self-complementary binding sites at the molecular ends, the iodo derivative self-organizes in the solid state forming head-to-tail halogen-bonded one-dimensional unlimited chains. The second-order NLO properties of the iodo compound have been investigated by the solution-phase electric field induced second-harmonic generation method (EFISH).

AB - Novel D-p-A push-pull chromophores were synthesized in good yields by CuAAc coupling of 4-X-2,3,5,6-tetrafluorophenyl-1-azides (X = H, Br, I) with 4-ethynyl-dimethylaniline. Thanks to the self-complementary binding sites at the molecular ends, the iodo derivative self-organizes in the solid state forming head-to-tail halogen-bonded one-dimensional unlimited chains. The second-order NLO properties of the iodo compound have been investigated by the solution-phase electric field induced second-harmonic generation method (EFISH).

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DO - 10.1039/c6ra05341f

M3 - Article

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JO - RSC Advances

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SN - 2046-2069

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ER -

Cavallo G, Metrangolo P, Pilati T, Resnati G, Scrivanti A, Aversa M et al. One "click" access to self-complementary molecular modules for halogen bonding. RSC Advances. 2016;6(43):36723-36727. https://doi.org/10.1039/c6ra05341f