Amplification of Chirality in Hydrogen-Bonded Tetrarosette Helices

Miguel Mateos timoneda, Mercedes Crego Calama, David Reinhoudt

Research output: Contribution to journalArticleAcademicpeer-review

18 Citations (Scopus)

Abstract

The amplification of chirality in hydrogen-bonded tetrarosette assemblies under thermodynamic equilibrium is described. The extent of the chiral amplification obtained by means of “sergeants-and-soldiers” experiments depends only on the structure of the assembly and it is independent of the methodology used for the formation of the tetrarosette assemblies. The difference in free energy (Δ) between the M- and P-diastereomeric helices is up to 40 times higher than for double rosette assemblies.
Original languageEnglish
Pages (from-to)2630-2638
Number of pages9
JournalChemistry: a European journal
Volume12
Issue number9
DOIs
Publication statusPublished - 2006

Fingerprint

Chirality
Amplification
Hydrogen
Free energy
Thermodynamics
Experiments

Keywords

  • Self-Assembly
  • supramolecular chirality
  • Hydrogen bonds
  • Chiral amplification
  • IR-72193

Cite this

Mateos timoneda, Miguel ; Crego Calama, Mercedes ; Reinhoudt, David. / Amplification of Chirality in Hydrogen-Bonded Tetrarosette Helices. In: Chemistry: a European journal. 2006 ; Vol. 12, No. 9. pp. 2630-2638.
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Amplification of Chirality in Hydrogen-Bonded Tetrarosette Helices. / Mateos timoneda, Miguel; Crego Calama, Mercedes; Reinhoudt, David.

In: Chemistry: a European journal, Vol. 12, No. 9, 2006, p. 2630-2638.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Amplification of Chirality in Hydrogen-Bonded Tetrarosette Helices

AU - Mateos timoneda, Miguel

AU - Crego Calama, Mercedes

AU - Reinhoudt, David

PY - 2006

Y1 - 2006

N2 - The amplification of chirality in hydrogen-bonded tetrarosette assemblies under thermodynamic equilibrium is described. The extent of the chiral amplification obtained by means of “sergeants-and-soldiers” experiments depends only on the structure of the assembly and it is independent of the methodology used for the formation of the tetrarosette assemblies. The difference in free energy (Δ) between the M- and P-diastereomeric helices is up to 40 times higher than for double rosette assemblies.

AB - The amplification of chirality in hydrogen-bonded tetrarosette assemblies under thermodynamic equilibrium is described. The extent of the chiral amplification obtained by means of “sergeants-and-soldiers” experiments depends only on the structure of the assembly and it is independent of the methodology used for the formation of the tetrarosette assemblies. The difference in free energy (Δ) between the M- and P-diastereomeric helices is up to 40 times higher than for double rosette assemblies.

KW - Self-Assembly

KW - supramolecular chirality

KW - Hydrogen bonds

KW - Chiral amplification

KW - IR-72193

U2 - 10.1002/chem.200501161

DO - 10.1002/chem.200501161

M3 - Article

VL - 12

SP - 2630

EP - 2638

JO - Chemistry: a European journal

JF - Chemistry: a European journal

SN - 0947-6539

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ER -