Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives

A new extension for the ‘one pot’ construction of diverse 1-azafluorene derivatives featuring a Diels–Alder/retro-Diels–Alder cycloaddition is reported. Conditions were also determined for oxidation to the derived azafluorenones. The spectrophotometric analysis of five different azafluorenones were...

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Main Authors: Nicholas H. Angello, Robert E. Wiley, Christopher J. Abelt, Jonathan R. Scheerer
Format: Article
Language:English
Published: MDPI AG 2020-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/15/3358
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spelling doaj-c90b7eef9f914a718e7ec1a2f85b59172020-11-25T03:25:53ZengMDPI AGMolecules1420-30492020-07-01253358335810.3390/molecules25153358Synthesis and Spectrophotometric Analysis of 1-Azafluorenone DerivativesNicholas H. Angello0Robert E. Wiley1Christopher J. Abelt2Jonathan R. Scheerer3Department of Chemistry, The College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, The College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, The College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, The College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USAA new extension for the ‘one pot’ construction of diverse 1-azafluorene derivatives featuring a Diels–Alder/retro-Diels–Alder cycloaddition is reported. Conditions were also determined for oxidation to the derived azafluorenones. The spectrophotometric analysis of five different azafluorenones were performed. Moderate fluorescence was observed with azafluorenone derivatives that bear an imbedded pyridone motif; whereas those bearing substituted pyridines do not fluoresce.https://www.mdpi.com/1420-3049/25/15/3358azafluorenonesynthesisfluorescence
collection DOAJ
language English
format Article
sources DOAJ
author Nicholas H. Angello
Robert E. Wiley
Christopher J. Abelt
Jonathan R. Scheerer
spellingShingle Nicholas H. Angello
Robert E. Wiley
Christopher J. Abelt
Jonathan R. Scheerer
Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives
Molecules
azafluorenone
synthesis
fluorescence
author_facet Nicholas H. Angello
Robert E. Wiley
Christopher J. Abelt
Jonathan R. Scheerer
author_sort Nicholas H. Angello
title Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives
title_short Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives
title_full Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives
title_fullStr Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives
title_full_unstemmed Synthesis and Spectrophotometric Analysis of 1-Azafluorenone Derivatives
title_sort synthesis and spectrophotometric analysis of 1-azafluorenone derivatives
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2020-07-01
description A new extension for the ‘one pot’ construction of diverse 1-azafluorene derivatives featuring a Diels–Alder/retro-Diels–Alder cycloaddition is reported. Conditions were also determined for oxidation to the derived azafluorenones. The spectrophotometric analysis of five different azafluorenones were performed. Moderate fluorescence was observed with azafluorenone derivatives that bear an imbedded pyridone motif; whereas those bearing substituted pyridines do not fluoresce.
topic azafluorenone
synthesis
fluorescence
url https://www.mdpi.com/1420-3049/25/15/3358
work_keys_str_mv AT nicholashangello synthesisandspectrophotometricanalysisof1azafluorenonederivatives
AT robertewiley synthesisandspectrophotometricanalysisof1azafluorenonederivatives
AT christopherjabelt synthesisandspectrophotometricanalysisof1azafluorenonederivatives
AT jonathanrscheerer synthesisandspectrophotometricanalysisof1azafluorenonederivatives
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