Triphyrin(2.1.1)\nwith Tunable Skeletons and Properties\nBased on the Confusion Approach

The\nN-confused [14]triphyrin(2.1.1) <b>1</b> was facilely\nsynthesized and readily converted into N-confused triphyrinone(2.1.1) <b>2</b> and α<b>-</b>methoxy-substituted <b>1-OMe</b>. Subsequent acid-promoted ring-opening of <b>1-OMe</b> afforded\nvacatatriphyrin(2.1.1) <b>3</b>. Further treatment of <b>3</b> with CuCl<sub>2</sub>·2H<sub>2</sub>O resulted in ring-closure\nand tetrachlorination to furnish 2<i>H</i>-triphyrin(2.1.0) <b>4</b>. As a result of the diverse structures achieved through\nthe confusion approach, the aromaticity, absorption, and electrochemical\nproperties could be effectively tuned.

Publication Details

Journal
Figshare
Published
2024-11-01
DOI
https://doi.org/10.1021/acs.orglett.4c03395.s001
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Triphyrin(2.1.1)\nwith Tunable Skeletons and Properties\nBased on the Confusion Approach

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Porphyrin and Phthalocyanine Chemistry
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Triphyrin(2.1.1)\nwith Tunable Skeletons and Properties\nBased on the Confusion Approach

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Abstract

The\nN-confused [14]triphyrin(2.1.1) <b>1</b> was facilely\nsynthesized and readily converted into N-confused triphyrinone(2.1.1) <b>2</b> and α<b>-</b>methoxy-substituted <b>1-OMe</b>. Subsequent acid-promoted ring-opening of <b>1-OMe</b> afforded\nvacatatriphyrin(2.1.1) <b>3</b>. Further treatment of <b>3</b> with CuCl<sub>2</sub>·2H<sub>2</sub>O resulted in ring-closure\nand tetrachlorination to furnish 2<i>H</i>-triphyrin(2.1.0) <b>4</b>. As a result of the diverse structures achieved through\nthe confusion approach, the aromaticity, absorption, and electrochemical\nproperties could be effectively tuned.

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Porphyrin and Phthalocyanine Chemistry
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Triphyrin(2.1.1)\nwith Tunable Skeletons and Properties\nBased on the Confusion Approach · Figshare (2024) | TGRS Research Map | TGRS