中国科学院机构知识库网格
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Syntheses, Structures, and Fluorescent Properties of 2-(1H-Imidazol-2-yl)phenols and Their Neutral Zn(II) Complexes

文献类型:期刊论文

作者Eseola, Abiodun Omokehinde3,4; Li, Wen4; Gao, Rong1,2; Zhang, Min1,2; Hao, Xiang1,2; Liang, Tongling1,2; Obi-Egbedi, Nelson Okpako3; Sun, Wen-Hua1,2
刊名INORGANIC CHEMISTRY
出版日期2009-10-05
卷号48期号:19页码:9133-9146
ISSN号0020-1669
DOI10.1021/ic9008703
英文摘要A series of 2-(imidazole-2-yl)phenol ligands L1-L6 with the general composition 4-R(4)-5-R(3)-6-R(2)-2-(4,5-R(1),R(1)-1H-imidazole-2-yl)phenol (L1: R(1) = C(2)H(5), R(2) = R(3) = R(4) = H; L2: R(1) = C(6)H(5), R(2) = R(3) = R(4) = H; L3: R(1) = C(6)H(5), R(3) = OCH(3), R(2) = R(4) = H; L4: R(1) = C(6)H(5), R(4) = OCH(3), R(2) = R(3) = H; L5: R(1) = C(6)H(5), R(3) = H, R(2) = R(4) = CH(3); L(6): R(1) = C(6)H(5), R(3) = H, R(2) = R(4) = t-Bu) and L7 (2,4-di-tert-butyl-6-(1H-phenanthro[9,10-d]imidazol-2-yl)phenol) and their neutral Zn(II) complexes (Z1-Z7) were synthesized and characterized by spectroscopic and elemental analyses. Molecular structures of L1, L5, Z1, and Z2 were confirmed by single-crystal X-ray diffraction. L1 crystallized in the monoclinic Cc space group, while L5, Z1, and Z2 all crystallized in the triclinic P (1) over bar space group. One-dimensional arrays based on continuous pi-pi stacking interactions and hydrogen bonding were observed for L1 and Z1, while L5 existed as discrete dimeric stack units. Z2 formed hydrogen-bonded 1D network structures but was completely devoid of pi-pi stacking interactions. Emission processes were found to be more dependent on the substituents on phenol as well as condensed media. In contrast to general conclusions on closely related systems in the literature, significant photorelaxation from the excited enol state was observed in the cases of L1 in methanol and L4 in both THF and methanol. Therefore, there exists a certain unusual hindering factor to keto-enol phototautomerism in the ligand-solvent systems. The sensing property of zinc(II) complexes was explored regarding the effects of substituents in their ligands. It was observed that coordination to the zinc(II) ion led to emission quenching for L1 and L2 while causing an enhancement of fluorescent intensity for L3, L4, L5, and L6. A linear relationship was observed between the emission intensity and the concentration of the zinc ion at the 10(-8) M level. Compared to other zinc compounds in this work, fluorescence enhancement in Z3 and Z4 showed that the methoxyl substituent is favorable for fluorescent enhancement.
语种英语
WOS记录号WOS:000270091000018
出版者AMER CHEMICAL SOC
源URL[http://ir.iccas.ac.cn/handle/121111/67151]  
专题中国科学院化学研究所
通讯作者Sun, Wen-Hua
作者单位1.Chinese Acad Sci, Key Lab Engn Plast, Inst Chem, Beijing 100190, Peoples R China
2.Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
3.Redeemers Univ, Dept Chem Sci, Redemption City, Ogun, Nigeria
4.Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China
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Eseola, Abiodun Omokehinde,Li, Wen,Gao, Rong,et al. Syntheses, Structures, and Fluorescent Properties of 2-(1H-Imidazol-2-yl)phenols and Their Neutral Zn(II) Complexes[J]. INORGANIC CHEMISTRY,2009,48(19):9133-9146.
APA Eseola, Abiodun Omokehinde.,Li, Wen.,Gao, Rong.,Zhang, Min.,Hao, Xiang.,...&Sun, Wen-Hua.(2009).Syntheses, Structures, and Fluorescent Properties of 2-(1H-Imidazol-2-yl)phenols and Their Neutral Zn(II) Complexes.INORGANIC CHEMISTRY,48(19),9133-9146.
MLA Eseola, Abiodun Omokehinde,et al."Syntheses, Structures, and Fluorescent Properties of 2-(1H-Imidazol-2-yl)phenols and Their Neutral Zn(II) Complexes".INORGANIC CHEMISTRY 48.19(2009):9133-9146.

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来源:化学研究所

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