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Self-assembled triple helicates with preferential helicity

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Self-assembled triple helicates with preferential helicity. / Prabaharan, Ravi; Fletcher, Nicholas C.; Nieuwenhuyzen, Mark.
In: Journal of the Chemical Society, Dalton Transactions, Vol. 2002, No. 4, 28.01.2002, p. 602-608.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Prabaharan, R, Fletcher, NC & Nieuwenhuyzen, M 2002, 'Self-assembled triple helicates with preferential helicity', Journal of the Chemical Society, Dalton Transactions, vol. 2002, no. 4, pp. 602-608. https://doi.org/10.1039/b106479g

APA

Prabaharan, R., Fletcher, N. C., & Nieuwenhuyzen, M. (2002). Self-assembled triple helicates with preferential helicity. Journal of the Chemical Society, Dalton Transactions, 2002(4), 602-608. https://doi.org/10.1039/b106479g

Vancouver

Prabaharan R, Fletcher NC, Nieuwenhuyzen M. Self-assembled triple helicates with preferential helicity. Journal of the Chemical Society, Dalton Transactions. 2002 Jan 28;2002(4):602-608. Epub 2002 Jan 22. doi: 10.1039/b106479g

Author

Prabaharan, Ravi ; Fletcher, Nicholas C. ; Nieuwenhuyzen, Mark. / Self-assembled triple helicates with preferential helicity. In: Journal of the Chemical Society, Dalton Transactions. 2002 ; Vol. 2002, No. 4. pp. 602-608.

Bibtex

@article{28d06e65803f4ebcb405796f7309307b,
title = "Self-assembled triple helicates with preferential helicity",
abstract = "The enantiomerically pure ligands LRR and LSS (N,N′-bis(-2,2′-bipyridyl-5-yl)carbonyl-(1S/R,2S/R)-(+/-)-1,2- diaminocyclohexane) have been synthesised by linking two 2,2′-bipyridine units by (R,R)- and (S,S)-1,2-diaminocyclohexane respectively. The crystal structure confirmed that the ligand had a twisted orientation between the two chelating units. The reaction of LRR and LSS with Fe(II), Co(III), Cd(II) and Zn(II) afforded dinuclear complexes confirmed by electrospray mass spectroscopy. CD spectroscopy indicated that the chiral diaminocyclohexane conferred helicity to the metal centre giving a dominant triple helicate diastereoisomer, with the LRR ligand giving a ΔΔ-configuration of each metal centre (P helicate) and the LSS ligand a ΛΛ-configuration (M helicate). 1H NMR spectroscopy confirmed a dominant major diastereoisomer with cadmium. The Zn(II) and Cd(II) complexes however were observed to undergo rapid ligand dissociation in solution.",
author = "Ravi Prabaharan and Fletcher, {Nicholas C.} and Mark Nieuwenhuyzen",
year = "2002",
month = jan,
day = "28",
doi = "10.1039/b106479g",
language = "English",
volume = "2002",
pages = "602--608",
journal = "Journal of the Chemical Society, Dalton Transactions",
issn = "1470-479X",
publisher = "Royal Society of Chemistry",
number = "4",

}

RIS

TY - JOUR

T1 - Self-assembled triple helicates with preferential helicity

AU - Prabaharan, Ravi

AU - Fletcher, Nicholas C.

AU - Nieuwenhuyzen, Mark

PY - 2002/1/28

Y1 - 2002/1/28

N2 - The enantiomerically pure ligands LRR and LSS (N,N′-bis(-2,2′-bipyridyl-5-yl)carbonyl-(1S/R,2S/R)-(+/-)-1,2- diaminocyclohexane) have been synthesised by linking two 2,2′-bipyridine units by (R,R)- and (S,S)-1,2-diaminocyclohexane respectively. The crystal structure confirmed that the ligand had a twisted orientation between the two chelating units. The reaction of LRR and LSS with Fe(II), Co(III), Cd(II) and Zn(II) afforded dinuclear complexes confirmed by electrospray mass spectroscopy. CD spectroscopy indicated that the chiral diaminocyclohexane conferred helicity to the metal centre giving a dominant triple helicate diastereoisomer, with the LRR ligand giving a ΔΔ-configuration of each metal centre (P helicate) and the LSS ligand a ΛΛ-configuration (M helicate). 1H NMR spectroscopy confirmed a dominant major diastereoisomer with cadmium. The Zn(II) and Cd(II) complexes however were observed to undergo rapid ligand dissociation in solution.

AB - The enantiomerically pure ligands LRR and LSS (N,N′-bis(-2,2′-bipyridyl-5-yl)carbonyl-(1S/R,2S/R)-(+/-)-1,2- diaminocyclohexane) have been synthesised by linking two 2,2′-bipyridine units by (R,R)- and (S,S)-1,2-diaminocyclohexane respectively. The crystal structure confirmed that the ligand had a twisted orientation between the two chelating units. The reaction of LRR and LSS with Fe(II), Co(III), Cd(II) and Zn(II) afforded dinuclear complexes confirmed by electrospray mass spectroscopy. CD spectroscopy indicated that the chiral diaminocyclohexane conferred helicity to the metal centre giving a dominant triple helicate diastereoisomer, with the LRR ligand giving a ΔΔ-configuration of each metal centre (P helicate) and the LSS ligand a ΛΛ-configuration (M helicate). 1H NMR spectroscopy confirmed a dominant major diastereoisomer with cadmium. The Zn(II) and Cd(II) complexes however were observed to undergo rapid ligand dissociation in solution.

U2 - 10.1039/b106479g

DO - 10.1039/b106479g

M3 - Journal article

AN - SCOPUS:0036008079

VL - 2002

SP - 602

EP - 608

JO - Journal of the Chemical Society, Dalton Transactions

JF - Journal of the Chemical Society, Dalton Transactions

SN - 1470-479X

IS - 4

ER -