A pair of 2D chiral Ag() enantiomers with dual chiral elements: syntheses, structures, and photoluminescent and chiroptical properties
In this work, two new enantiopure bis-monodentate N -donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (L R /L S ), have been designed and synthesized. Using L R and L S as bridging ligands to react with AgClO 4 , a pair of novel 2D chiral Ag( i ) enantiomers formulated as [Ag...
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Published in | RSC advances Vol. 1; no. 65; pp. 39359 - 39365 |
---|---|
Main Authors | , , , , , , , |
Format | Journal Article |
Language | English |
Published |
England
Royal Society of Chemistry
27.10.2020
The Royal Society of Chemistry |
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Abstract | In this work, two new enantiopure bis-monodentate
N
-donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (L
R
/L
S
), have been designed and synthesized. Using L
R
and L
S
as bridging ligands to react with AgClO
4
, a pair of novel 2D chiral Ag(
i
) enantiomers formulated as [Ag
2
(L
R
)
2
(ClO
4
)
2
]
n
(
R
-1
) and [Ag
2
(L
S
)
2
(ClO
4
)
2
]
n
(
S
-1
) were isolated and characterized. In
R
-1
and
S
-1
, each Ag(
i
) ion is bonded by two N atoms from two different chiral L
R
or L
S
ligands, leading to the formation of 1D right- or left-handed -L-Ag(
i
)-L- helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO
4
−
anions through weak Ag-O contacts to form 2D network structures, in which dual chiral elements,
i.e.
, center chirality and helical chirality coexist. Interestingly, each free ligand L
R
/L
S
and
R
-1
/
S
-1
enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative,
R
-1
exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand L
R
. In particular,
R
-1
and
S
-1
represent the first examples of 2D Ag(
i
) chiral coordination polymers (CCPs) supported by ClO
4
−
anions, possessing dual chiral elements.
2D chiral Ag(
i
) enantiomeric pair display intense emissions both in the solid state and in solution with very different emission features and mechanisms. |
---|---|
AbstractList | In this work, two new enantiopure bis-monodentate
-donor chiral ligands, namely (-)/(+)-2-(4'-pyridyl)-4,5-pinene-pyridine (L
/L
), have been designed and synthesized. Using L
and L
as bridging ligands to react with AgClO
, a pair of novel 2D chiral Ag(i) enantiomers formulated as [Ag
(L
)
(ClO
)
]
(
-1) and [Ag
(L
)
(ClO
)
]
(
-1) were isolated and characterized. In
-1 and
-1, each Ag(i) ion is bonded by two N atoms from two different chiral L
or L
ligands, leading to the formation of 1D right- or left-handed -L-Ag(i)-L- helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO
anions through weak Ag-O contacts to form 2D network structures, in which dual chiral elements,
, center chirality and helical chirality coexist. Interestingly, each free ligand L
/L
and
-1/
-1 enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative,
-1 exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand L
. In particular,
-1 and
-1 represent the first examples of 2D Ag(i) chiral coordination polymers (CCPs) supported by ClO
anions, possessing dual chiral elements. In this work, two new enantiopure bis-monodentate N -donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (L R /L S ), have been designed and synthesized. Using L R and L S as bridging ligands to react with AgClO 4 , a pair of novel 2D chiral Ag( i ) enantiomers formulated as [Ag 2 (L R ) 2 (ClO 4 ) 2 ] n ( R -1 ) and [Ag 2 (L S ) 2 (ClO 4 ) 2 ] n ( S -1 ) were isolated and characterized. In R -1 and S -1 , each Ag( i ) ion is bonded by two N atoms from two different chiral L R or L S ligands, leading to the formation of 1D right- or left-handed -L-Ag( i )-L- helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO 4 − anions through weak Ag-O contacts to form 2D network structures, in which dual chiral elements, i.e. , center chirality and helical chirality coexist. Interestingly, each free ligand L R /L S and R -1 / S -1 enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative, R -1 exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand L R . In particular, R -1 and S -1 represent the first examples of 2D Ag( i ) chiral coordination polymers (CCPs) supported by ClO 4 − anions, possessing dual chiral elements. 2D chiral Ag( i ) enantiomeric pair display intense emissions both in the solid state and in solution with very different emission features and mechanisms. In this work, two new enantiopure bis-monodentate N-donor chiral ligands, namely (-)/(+)-2-(4'-pyridyl)-4,5-pinene-pyridine (L R /L S ), have been designed and synthesized. Using L R and L S as bridging ligands to react with AgClO4, a pair of novel 2D chiral Ag(i) enantiomers formulated as [Ag2(L R )2(ClO4)2] n (R-1) and [Ag2(L S )2(ClO4)2] n (S-1) were isolated and characterized. In R-1 and S-1, each Ag(i) ion is bonded by two N atoms from two different chiral L R or L S ligands, leading to the formation of 1D right- or left-handed -L-Ag(i)-L- helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO4 - anions through weak Ag-O contacts to form 2D network structures, in which dual chiral elements, i.e., center chirality and helical chirality coexist. Interestingly, each free ligand L R /L S and R-1/S-1 enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative, R-1 exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand L R . In particular, R-1 and S-1 represent the first examples of 2D Ag(i) chiral coordination polymers (CCPs) supported by ClO4 - anions, possessing dual chiral elements. In this work, two new enantiopure bis-monodentate N-donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (LR/LS), have been designed and synthesized. Using LR and LS as bridging ligands to react with AgClO4, a pair of novel 2D chiral Ag(i) enantiomers formulated as [Ag2(LR)2(ClO4)2]n (R-1) and [Ag2(LS)2(ClO4)2]n (S-1) were isolated and characterized. In R-1 and S-1, each Ag(i) ion is bonded by two N atoms from two different chiral LR or LS ligands, leading to the formation of 1D right- or left-handed –L–Ag(i)–L– helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO4− anions through weak Ag–O contacts to form 2D network structures, in which dual chiral elements, i.e., center chirality and helical chirality coexist. Interestingly, each free ligand LR/LS and R-1/S-1 enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative, R-1 exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand LR. In particular, R-1 and S-1 represent the first examples of 2D Ag(i) chiral coordination polymers (CCPs) supported by ClO4− anions, possessing dual chiral elements. In this work, two new enantiopure bis-monodentate N -donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (L R /L S ), have been designed and synthesized. Using L R and L S as bridging ligands to react with AgClO 4 , a pair of novel 2D chiral Ag( i ) enantiomers formulated as [Ag 2 (L R ) 2 (ClO 4 ) 2 ] n ( R -1) and [Ag 2 (L S ) 2 (ClO 4 ) 2 ] n ( S -1) were isolated and characterized. In R -1 and S -1, each Ag( i ) ion is bonded by two N atoms from two different chiral L R or L S ligands, leading to the formation of 1D right- or left-handed –L–Ag( i )–L– helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO 4 − anions through weak Ag–O contacts to form 2D network structures, in which dual chiral elements, i.e. , center chirality and helical chirality coexist. Interestingly, each free ligand L R /L S and R -1/ S -1 enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative, R -1 exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand L R . In particular, R -1 and S -1 represent the first examples of 2D Ag( i ) chiral coordination polymers (CCPs) supported by ClO 4 − anions, possessing dual chiral elements. 2D chiral Ag( i ) enantiomeric pair display intense emissions both in the solid state and in solution with very different emission features and mechanisms. In this work, two new enantiopure bis-monodentate N -donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (L R /L S ), have been designed and synthesized. Using L R and L S as bridging ligands to react with AgClO 4 , a pair of novel 2D chiral Ag( i ) enantiomers formulated as [Ag 2 (L R ) 2 (ClO 4 ) 2 ] n ( R-1 ) and [Ag 2 (L S ) 2 (ClO 4 ) 2 ] n ( S-1 ) were isolated and characterized. In R-1 and S-1 , each Ag( i ) ion is bonded by two N atoms from two different chiral L R or L S ligands, leading to the formation of 1D right- or left-handed –L–Ag( i )–L– helical chains. Moreover, two adjacent helical chains are further doubly linked by two monodentate ClO 4 − anions through weak Ag–O contacts to form 2D network structures, in which dual chiral elements, i.e. , center chirality and helical chirality coexist. Interestingly, each free ligand L R /L S and R-1 / S-1 enantiomers show very different ECD spectra in the solid state and in solution, which are correlated to the intermolecular interactions and molecular structures in each state, respectively. Notably, as a representative, R-1 exhibits intense room temperature photoluminescence both in the solid state and in solution with different emission features and mechanisms, while it also shows more intense emission than that of free ligand L R . In particular, R-1 and S-1 represent the first examples of 2D Ag( i ) chiral coordination polymers (CCPs) supported by ClO 4 − anions, possessing dual chiral elements. |
Author | Wang, Ai-Ling Liu, Yingfan Li, Xi-Li Cui, Minghui Xiao, Hongping Li, Fengcai Zhou, Liming Fang, Shaoming |
AuthorAffiliation | Zhengzhou University of Light Industry College of Chemistry & Material Engineering Wenzhou University Henan Provincial Key Laboratory of Surface and Interface Science |
AuthorAffiliation_xml | – name: Wenzhou University – name: College of Chemistry & Material Engineering – name: Zhengzhou University of Light Industry – name: Henan Provincial Key Laboratory of Surface and Interface Science |
Author_xml | – sequence: 1 givenname: Minghui surname: Cui fullname: Cui, Minghui – sequence: 2 givenname: Ai-Ling surname: Wang fullname: Wang, Ai-Ling – sequence: 3 givenname: Yingfan surname: Liu fullname: Liu, Yingfan – sequence: 4 givenname: Hongping surname: Xiao fullname: Xiao, Hongping – sequence: 5 givenname: Fengcai surname: Li fullname: Li, Fengcai – sequence: 6 givenname: Liming surname: Zhou fullname: Zhou, Liming – sequence: 7 givenname: Shaoming surname: Fang fullname: Fang, Shaoming – sequence: 8 givenname: Xi-Li surname: Li fullname: Li, Xi-Li |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/35515417$$D View this record in MEDLINE/PubMed |
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CitedBy_id | crossref_primary_10_1021_acs_inorgchem_3c00106 crossref_primary_10_1039_D4CE00421C crossref_primary_10_1021_acs_inorgchem_2c03448 crossref_primary_10_1007_s10562_022_04053_9 crossref_primary_10_1016_j_poly_2022_116148 |
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ContentType | Journal Article |
Copyright | This journal is © The Royal Society of Chemistry. Copyright Royal Society of Chemistry 2020 This journal is © The Royal Society of Chemistry 2020 The Royal Society of Chemistry |
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Notes | 1 For ESI and crystallographic data in CIF or other electronic format see DOI R 2021540 S Electronic supplementary information (ESI) available: X-ray crystallographic data in CIF format, and additional figures and tables. CCDC 10.1039/d0ra07237k ( 2021539 ) ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
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Snippet | In this work, two new enantiopure bis-monodentate
N
-donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (L
R
/L
S
), have been designed... In this work, two new enantiopure bis-monodentate -donor chiral ligands, namely (-)/(+)-2-(4'-pyridyl)-4,5-pinene-pyridine (L /L ), have been designed and... In this work, two new enantiopure bis-monodentate N-donor chiral ligands, namely (−)/(+)-2-(4′-pyridyl)-4,5-pinene-pyridine (LR/LS), have been designed and... In this work, two new enantiopure bis-monodentate N-donor chiral ligands, namely (-)/(+)-2-(4'-pyridyl)-4,5-pinene-pyridine (L R /L S ), have been designed and... |
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SubjectTerms | Anions Chemical bonds Chemistry Chirality Coordination polymers Crystallography Emission Enantiomers Format Ligands Molecular structure Photoluminescence Room temperature Solid state |
Title | A pair of 2D chiral Ag() enantiomers with dual chiral elements: syntheses, structures, and photoluminescent and chiroptical properties |
URI | https://www.ncbi.nlm.nih.gov/pubmed/35515417 https://www.proquest.com/docview/2456826585/abstract/ https://search.proquest.com/docview/2661082180 https://pubmed.ncbi.nlm.nih.gov/PMC9057406 |
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