# Protic Processes in an Extended Pyrazinacene: The Case of Dihydrotetradecaazaheptacene

https://mdr.nims.go.jp/datasets/e6da3c57-311f-43d8-90dc-40ee0aa391e6

## File

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## Id

e6da3c57-311f-43d8-90dc-40ee0aa391e6

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2024-09-02T01:14:09.453937Z

## Updated at

2024-11-13T07:30:41.099024Z

## Published at

2024-11-13T07:30:41.171507Z

## Doi



## First published url

https://doi.org/10.3390/molecules29102407

## Date published

2024-05-20

## Recorded date published



## Resource type

journal_article

## Manuscript type

vor

## Collection



## Title

- title: 'Protic Processes in an Extended Pyrazinacene: The Case of Dihydrotetradecaazaheptacene'
  title_type: original
  lang: en

## Description

- description: Pyrazinacenes are linearly fused heteroaromatic rings, with N atoms
    replacing all apical CH moieties. Component rings may exist in a reduced state,
    having NH groups instead of N, causing cross-conjugation. These compounds have
    interesting optical and electronic properties, including strong fluorescence in
    the near-infrared region and photocatalytic properties, leading to diverse possible
    applications in bio-imaging and organic synthesis, as well as obvious molecular
    electronic uses. In this study, we investigated the behavior of seven-ring pyrazinacene
    2,3,11,12-tetraphenyl-7,16-dihydro-1,4,5,6,7,8,9,12,13,14,15,16,17,18-tetradecaazaheptacene
    (Ph4H2N14HEPT), with an emphasis on protic processes, including oxidation, tautomerism,
    deprotonation, and protonation, and the species resulting from those processes.
    We used computational methods to optimize the structures of the different species
    and generate/compare molecular orbital structures. The aromaticity of the species
    generated by the different processes was assessed using the nucleus-independent
    chemical shifts, and trends in the values were associated with the different transformations
    of the pyrazinacene core. The computational data were compared with experimental
    data obtained from synthetic samples of the molecule tBu8Ph4H2N14HEPT.
  description_type: abstract
  lang: und

## Creator

- name: Aël Cador
  role: author
- name: Samia Kahlal
  role: author
- name: Gary J. Richards
  role: author
- name: Jean-François Halet
  role: author
- name: Jonathan P. Hill
  role: author
  orcid: https://orcid.org/0000-0002-4229-5842
  organization: National Institute for Materials Science

## Contact agent



## Publisher

organization: MDPI AG

## Managing organization



## Keyword

- subject: pyrazinacene; acene; N-heteroacene; azaacene; tautomerization
  schema: not_defined

## Rights

- identifier: https://creativecommons.org/licenses/by/4.0/

## Other identifier(s)



## Data origin

- data_origin_type: other

## Embargo



## Journal

- title: Molecules
  issn: '14203049'
  volume: '29'
  issue: '10'
  article_number: '2407'

## Conference



## Related item



## Funding

- identifier: A0050807367
  funder_name: GENCI

## Instrument



## Instrument operator



## Instrument managing organization



## Measurement method



## Specimen



## Chemical composition



## Structure for specimen



## Structural feature for specimen



## Specific property for specimen



## Process for specimen treatment



## Computational method



## Energy level/transition state



## Software



## Custom property



## Fileset

- id: 47e125b2-7391-4641-9d96-cc67e4149e10
  filename: molecules-29-02407.pdf
  content_type: application/pdf
  size: 12239363
  md5: de28c104aaec5c9ea17cbb26e5a00f75

## Thumbnail

fileset_id: 47e125b2-7391-4641-9d96-cc67e4149e10
filename: molecules-29-02407.pdf