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基于 18β-甘草次酸衍生芘的荷移相互作用诱导的有机凝胶。

Charge-transfer interaction mediated organogels from 18β-glycyrrhetinic acid appended pyrene.

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, China, ; Department of Chemistry and Biochemistry, University of South Carolina, Columbia, 29208, USA.

Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, China.

出版信息

Beilstein J Org Chem. 2013 Dec 16;9:2877-85. doi: 10.3762/bjoc.9.324. eCollection 2013.

DOI:10.3762/bjoc.9.324
PMID:24367453
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3869347/
Abstract

We describe herein the two-component charge-transfer (CT) interaction induced organogel formation with 18β-glycyrrhetinic acid appended pyrene (GA-pyrene, 3) as the donor, and 2,4,7-trinitrofluorenone (TNF, 4) as the acceptor. The use of TNF (4) as a versatile electron acceptor in the formation of CT gels is demonstrated through the formation of gels in a variety of solvents. Thermal stability, stoichiometry, scanning electron microscopy (SEM), optical micrographs, and circular dichroism (CD) are performed on these CT gels to investigate their thermal and assembly properties. UV-vis, fluorescence, mass spectrometric as well as variable-temperature (1)H NMR experiments on these gels suggest that the CT interaction is one of the major driving forces for the formation of these organogels.

摘要

我们描述了二组分的电荷转移(CT)相互作用诱导的有机凝胶形成,其中 18β-甘草次酸接枝的芘(GA-芘,3)作为给体,2,4,7-三硝基芴酮(TNF,4)作为受体。通过在各种溶剂中形成凝胶,证明了 TNF(4)作为一种多功能电子受体在 CT 凝胶形成中的应用。对这些 CT 凝胶进行了热稳定性、化学计量学、扫描电子显微镜(SEM)、光学显微镜和圆二色性(CD)测试,以研究它们的热和组装性质。这些凝胶的紫外-可见、荧光、质谱以及变温(1)H NMR 实验表明,CT 相互作用是形成这些有机凝胶的主要驱动力之一。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/0a811b798a35/Beilstein_J_Org_Chem-09-2877-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/bd06945e2aee/Beilstein_J_Org_Chem-09-2877-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/873eef7af2ab/Beilstein_J_Org_Chem-09-2877-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/288b0891a61c/Beilstein_J_Org_Chem-09-2877-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/dd52064edf73/Beilstein_J_Org_Chem-09-2877-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/eecdb63ca4bf/Beilstein_J_Org_Chem-09-2877-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/d71c04524a69/Beilstein_J_Org_Chem-09-2877-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/e6c13721724e/Beilstein_J_Org_Chem-09-2877-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/9c73dee0bc56/Beilstein_J_Org_Chem-09-2877-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/0a811b798a35/Beilstein_J_Org_Chem-09-2877-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/bd06945e2aee/Beilstein_J_Org_Chem-09-2877-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/873eef7af2ab/Beilstein_J_Org_Chem-09-2877-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/288b0891a61c/Beilstein_J_Org_Chem-09-2877-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/dd52064edf73/Beilstein_J_Org_Chem-09-2877-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/eecdb63ca4bf/Beilstein_J_Org_Chem-09-2877-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/d71c04524a69/Beilstein_J_Org_Chem-09-2877-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/e6c13721724e/Beilstein_J_Org_Chem-09-2877-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/9c73dee0bc56/Beilstein_J_Org_Chem-09-2877-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/556d/3869347/0a811b798a35/Beilstein_J_Org_Chem-09-2877-g009.jpg

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