Lanthanide supramolecular helical diastereoselective breaking induced by point chirality: mixture or P-helix, M-helix

Chi Tung Yeung; Wesley Ting Kwok Chan; Siu-Cheong Yan; Kwan-Leung Yu; King-Him Yim; Wing-Tak Wong; Ga-Lai Law

doi:10.1039/c4cc08362h

Lanthanide supramolecular helical diastereoselective breaking induced by point chirality: mixture or P-helix, M-helix

Chi Tung Yeung, Wesley Ting Kwok Chan, Siu-Cheong Yan, Kwan-Leung Yu, King-Him Yim, Wing-Tak Wong^*, Ga-Lai Law^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

61 Citations (Scopus)

Abstract

The self-assembly of lanthanide (europium or lanthanium) bimetallic triple helicates from two closely related chiral ligands resulted in a very different supramolecular phenomenon. One gave rise to significantly diastereoselective formation of a triple helicate, whereas the other led to diastereoselective breaking to generate a mixture of P and M diastereomers in ∼1 : 1.1 ratio. The first X-ray crystal structure of a chiral ligand based lanthanide triple-helicate indicates that successive CH–π interactions were found to maintain the supramolecular helical structure.

Original language	English
Pages (from-to)	592-595
Number of pages	4
Journal	Chemical Communications
Issue number	3
DOIs	https://doi.org/10.1039/c4cc08362h
Publication status	Published - 11 Jan 2015

Access to Document

10.1039/c4cc08362h

Cite this

@article{6dd6706a6e1d40c1bd366d271d82cfe7,

title = "Lanthanide supramolecular helical diastereoselective breaking induced by point chirality: mixture or P-helix, M-helix",

abstract = "The self-assembly of lanthanide (europium or lanthanium) bimetallic triple helicates from two closely related chiral ligands resulted in a very different supramolecular phenomenon. One gave rise to significantly diastereoselective formation of a triple helicate, whereas the other led to diastereoselective breaking to generate a mixture of P and M diastereomers in ∼1 : 1.1 ratio. The first X-ray crystal structure of a chiral ligand based lanthanide triple-helicate indicates that successive CH–π interactions were found to maintain the supramolecular helical structure.",

author = "Yeung, {Chi Tung} and Chan, {Wesley Ting Kwok} and Siu-Cheong Yan and Kwan-Leung Yu and King-Him Yim and Wing-Tak Wong and Ga-Lai Law",

note = "Funding Information: This work was supported by funding from the State Key Laboratory of Chirosciences from The Ministry of Science and Technology of the People{\textquoteright}s Republic of China and The Hong Kong Polytechnic University. Publisher copyright: {\textcopyright} The Royal Society of Chemistry 2015",

year = "2015",

month = jan,

day = "11",

doi = "10.1039/c4cc08362h",

language = "English",

pages = "592--595",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "3",

}

TY - JOUR

T1 - Lanthanide supramolecular helical diastereoselective breaking induced by point chirality: mixture or P-helix, M-helix

AU - Yeung, Chi Tung

AU - Chan, Wesley Ting Kwok

AU - Yan, Siu-Cheong

AU - Yu, Kwan-Leung

AU - Yim, King-Him

AU - Wong, Wing-Tak

AU - Law, Ga-Lai

N1 - Funding Information: This work was supported by funding from the State Key Laboratory of Chirosciences from The Ministry of Science and Technology of the People’s Republic of China and The Hong Kong Polytechnic University. Publisher copyright: © The Royal Society of Chemistry 2015

PY - 2015/1/11

Y1 - 2015/1/11

N2 - The self-assembly of lanthanide (europium or lanthanium) bimetallic triple helicates from two closely related chiral ligands resulted in a very different supramolecular phenomenon. One gave rise to significantly diastereoselective formation of a triple helicate, whereas the other led to diastereoselective breaking to generate a mixture of P and M diastereomers in ∼1 : 1.1 ratio. The first X-ray crystal structure of a chiral ligand based lanthanide triple-helicate indicates that successive CH–π interactions were found to maintain the supramolecular helical structure.

AB - The self-assembly of lanthanide (europium or lanthanium) bimetallic triple helicates from two closely related chiral ligands resulted in a very different supramolecular phenomenon. One gave rise to significantly diastereoselective formation of a triple helicate, whereas the other led to diastereoselective breaking to generate a mixture of P and M diastereomers in ∼1 : 1.1 ratio. The first X-ray crystal structure of a chiral ligand based lanthanide triple-helicate indicates that successive CH–π interactions were found to maintain the supramolecular helical structure.

U2 - 10.1039/c4cc08362h

DO - 10.1039/c4cc08362h

M3 - Journal article

SN - 1359-7345

SP - 592

EP - 595

JO - Chemical Communications

JF - Chemical Communications

IS - 3

ER -

Lanthanide supramolecular helical diastereoselective breaking induced by point chirality: mixture or P-helix, M-helix

Abstract

Access to Document

Fingerprint

Cite this