Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies

Teresa A. Palazzo; Digambara Patra; Joung S. Yang; Elsy El Khoury; Mackenzie G. Appleton; Makhluf J. Haddadin; Dean J. Tantillo; Mark J. Kurth

doi:10.1021/acs.orglett.5b02680

Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies

Teresa A. Palazzo, Digambara Patra, Joung S. Yang, Elsy El Khoury, Mackenzie G. Appleton, Makhluf J. Haddadin, Dean J. Tantillo, Mark J. Kurth

Chemistry

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

A heterocycle-to-heterocycle strategy is presented for the preparation of highly fluorescent and solvatochromic dibenzonaphthyridinones (DBNs) via methodology that leads to the formation of a tertiary, spiro-fused carbon center. A linear correlation between the results of photophysical experiments and time dependent density functional theory calculations was observed for the λ_max of excitation for DBNs with varying electronic character.

Original language	English (US)
Pages (from-to)	5732-5735
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	23
DOIs	https://doi.org/10.1021/acs.orglett.5b02680
State	Published - Nov 17 2015

ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

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10.1021/acs.orglett.5b02680

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Dibenzonaphthyridinones : Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies. / Palazzo, Teresa A.; Patra, Digambara; Yang, Joung S.; El Khoury, Elsy; Appleton, Mackenzie G.; Haddadin, Makhluf J.; Tantillo, Dean J.; Kurth, Mark J.

In: Organic Letters, Vol. 17, No. 23, 17.11.2015, p. 5732-5735.

Research output: Contribution to journal › Article › peer-review

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abstract = "A heterocycle-to-heterocycle strategy is presented for the preparation of highly fluorescent and solvatochromic dibenzonaphthyridinones (DBNs) via methodology that leads to the formation of a tertiary, spiro-fused carbon center. A linear correlation between the results of photophysical experiments and time dependent density functional theory calculations was observed for the λmax of excitation for DBNs with varying electronic character.",

author = "Palazzo, {Teresa A.} and Digambara Patra and Yang, {Joung S.} and {El Khoury}, Elsy and Appleton, {Mackenzie G.} and Haddadin, {Makhluf J.} and Tantillo, {Dean J.} and Kurth, {Mark J.}",

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AU - Palazzo, Teresa A.

AU - Patra, Digambara

AU - Yang, Joung S.

AU - El Khoury, Elsy

AU - Appleton, Mackenzie G.

AU - Haddadin, Makhluf J.

AU - Tantillo, Dean J.

AU - Kurth, Mark J.

PY - 2015/11/17

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AB - A heterocycle-to-heterocycle strategy is presented for the preparation of highly fluorescent and solvatochromic dibenzonaphthyridinones (DBNs) via methodology that leads to the formation of a tertiary, spiro-fused carbon center. A linear correlation between the results of photophysical experiments and time dependent density functional theory calculations was observed for the λmax of excitation for DBNs with varying electronic character.

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Dibenzonaphthyridinones: Heterocycle-to-Heterocycle Synthetic Strategies and Photophysical Studies

Abstract

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