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多响应八态双(吖啶鎓-Zn(II)卟啉)受体。

Multi-Responsive Eight-State Bis(acridinium-Zn(II) porphyrin) Receptor.

机构信息

Laboratoire de Synthèse des Assemblages Moléculaires Multifonctionnels, Institut de Chimie de Strasbourg, CNRS/UMR 7177, 4, rue Blaise Pascal, 67000 Strasbourg, France.

Departament de Farmacia i Tecnología Farmaceutica, i Fisicoquímica, Institut de Biomedicina (IBUB), Universitat de Barcelona, Av. Joan XXIII, 27-31, E-08028 Barcelona, Spain.

出版信息

J Am Chem Soc. 2023 May 17;145(19):10691-10699. doi: 10.1021/jacs.3c01089. Epub 2023 May 8.

DOI:10.1021/jacs.3c01089
PMID:37154483
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10197131/
Abstract

A multi-responsive receptor consisting of two (acridinium-Zn(II) porphyrin) conjugates has been designed. The binding constant between this receptor and a ditopic guest has been modulated (i) upon addition of nucleophiles converting acridinium moieties into the non-aromatic acridane derivatives and (ii) upon oxidation of the porphyrin units. A total of eight states has been probed for this receptor resulting from the cascade of the recognition and responsive events. Moreover, the acridinium/acridane conversion leads to a significant change of the photophysical properties, switching from electron to energy transfer processes. Interestingly, for the bis(acridinium-Zn(II) porphyrin) receptor, charge-transfer luminescence in the near-infrared has been observed.

摘要

设计了一种由两个(吖啶鎓-Zn(II)卟啉)缀合物组成的多响应受体。通过添加将吖啶部分转化为非芳香吖啶衍生物的亲核试剂(i)和卟啉单元的氧化(ii),调节了该受体与双位点客体之间的结合常数。对于这个受体,已经探测到总共八个状态,这是由于识别和响应事件的级联。此外,吖啶/吖啶烷的转换导致光物理性质的显著变化,从电子转移过程转变为能量转移过程。有趣的是,对于双(吖啶鎓-Zn(II)卟啉)受体,在近红外区域观察到了电荷转移发光。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/a61e2fa12626/ja3c01089_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/66353ced037c/ja3c01089_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/c460148b2035/ja3c01089_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/301a4dc45ac7/ja3c01089_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/cc27c88058c1/ja3c01089_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/71f08f999759/ja3c01089_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/4a74e476e681/ja3c01089_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/a263a493cf71/ja3c01089_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/b67361150326/ja3c01089_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/a61e2fa12626/ja3c01089_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/66353ced037c/ja3c01089_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/c460148b2035/ja3c01089_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/301a4dc45ac7/ja3c01089_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/cc27c88058c1/ja3c01089_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/71f08f999759/ja3c01089_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/4a74e476e681/ja3c01089_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/a263a493cf71/ja3c01089_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/b67361150326/ja3c01089_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5790/10197131/a61e2fa12626/ja3c01089_0009.jpg

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