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Copper(I) Catalyzed Decarboxylative Synthesis of Diareno[ a, e]cyclooctatetraenes

Tasić, Magdalena LU ; Ruiz-Soriano, Albert and Strand, Daniel LU (2022) In Journal of Organic Chemistry 87(11). p.7501-7508
Abstract

Diareno[a,e]cyclooctatetraenes find widespread applications as building blocks, ligands, and responsive cores in topologically switchable materials. However, current synthetic methods to these structures suffer from low yields or operational disadvantages. Here, we describe a practical three-step approach to diareno[a,e]cyclooctatetraenes using an efficient copper(I) catalyzed double decarboxylation as the key step. The sequence relies on cheap and abundant reagents, is readily performed on scale, and is amenable also to unsymmetrical derivatives that expand the utility of this intriguing class of structures.

Please use this url to cite or link to this publication:
author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Organic Chemistry
volume
87
issue
11
pages
7501 - 7508
publisher
The American Chemical Society (ACS)
external identifiers
  • pmid:35587005
  • scopus:85131415217
ISSN
0022-3263
DOI
10.1021/acs.joc.2c00286
language
English
LU publication?
yes
id
783fe776-ef25-41b1-bb0e-2a1adf9983e5
date added to LUP
2022-08-18 14:33:17
date last changed
2024-04-16 23:45:39
@article{783fe776-ef25-41b1-bb0e-2a1adf9983e5,
  abstract     = {{<p>Diareno[a,e]cyclooctatetraenes find widespread applications as building blocks, ligands, and responsive cores in topologically switchable materials. However, current synthetic methods to these structures suffer from low yields or operational disadvantages. Here, we describe a practical three-step approach to diareno[a,e]cyclooctatetraenes using an efficient copper(I) catalyzed double decarboxylation as the key step. The sequence relies on cheap and abundant reagents, is readily performed on scale, and is amenable also to unsymmetrical derivatives that expand the utility of this intriguing class of structures.</p>}},
  author       = {{Tasić, Magdalena and Ruiz-Soriano, Albert and Strand, Daniel}},
  issn         = {{0022-3263}},
  language     = {{eng}},
  month        = {{06}},
  number       = {{11}},
  pages        = {{7501--7508}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Journal of Organic Chemistry}},
  title        = {{Copper(I) Catalyzed Decarboxylative Synthesis of Diareno[ a, e]cyclooctatetraenes}},
  url          = {{http://dx.doi.org/10.1021/acs.joc.2c00286}},
  doi          = {{10.1021/acs.joc.2c00286}},
  volume       = {{87}},
  year         = {{2022}},
}