The first structural and spectroscopic characterisation of a ring-opened form of a 2H-naphtho[1,2-b]pyran: a novel photomerocyanine

Stuart Aiken, Kathryn Booth, Christopher D. Gabbutt, Mark Heron, Craig R. Rice, Azzam Charaf-eddin, Denis Jacquemin

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Heating 4-methoxy-1-naphthol with a 1,1-diarylprop-2-yn-1-ol gave the 2,2-diaryl-6-methoxy-2H-naphtho[1,2-b]pyran together with the novel merocyanine, (E)-2-[3′,3′-bis(aryl)allylidene]-4-methoxynaphthalen-1(2H)-one. Brief UV-irradiation of the pyran favoured the formation of the (Z)-merocyanine with longer irradiation and/or acidic conditions favouring the (E)-isomer.
LanguageEnglish
Pages7900-7903
JournalChemical Communications
Volume50
Issue number58
DOIs
Publication statusPublished - 25 Jul 2014

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Irradiation
Pyrans
Naphthol
Isomers
Heating
2H-naphtho(1,2-b)pyran
merocyanine
walrycin A

Cite this

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title = "The first structural and spectroscopic characterisation of a ring-opened form of a 2H-naphtho[1,2-b]pyran: a novel photomerocyanine",
abstract = "Heating 4-methoxy-1-naphthol with a 1,1-diarylprop-2-yn-1-ol gave the 2,2-diaryl-6-methoxy-2H-naphtho[1,2-b]pyran together with the novel merocyanine, (E)-2-[3′,3′-bis(aryl)allylidene]-4-methoxynaphthalen-1(2H)-one. Brief UV-irradiation of the pyran favoured the formation of the (Z)-merocyanine with longer irradiation and/or acidic conditions favouring the (E)-isomer.",
author = "Stuart Aiken and Kathryn Booth and Gabbutt, {Christopher D.} and Mark Heron and Rice, {Craig R.} and Azzam Charaf-eddin and Denis Jacquemin",
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language = "English",
volume = "50",
pages = "7900--7903",
journal = "Chemical Communications",
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The first structural and spectroscopic characterisation of a ring-opened form of a 2H-naphtho[1,2-b]pyran: a novel photomerocyanine. / Aiken, Stuart; Booth, Kathryn; Gabbutt, Christopher D.; Heron, Mark; Rice, Craig R.; Charaf-eddin, Azzam; Jacquemin, Denis.

In: Chemical Communications, Vol. 50, No. 58, 25.07.2014, p. 7900-7903.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The first structural and spectroscopic characterisation of a ring-opened form of a 2H-naphtho[1,2-b]pyran: a novel photomerocyanine

AU - Aiken, Stuart

AU - Booth, Kathryn

AU - Gabbutt, Christopher D.

AU - Heron, Mark

AU - Rice, Craig R.

AU - Charaf-eddin, Azzam

AU - Jacquemin, Denis

PY - 2014/7/25

Y1 - 2014/7/25

N2 - Heating 4-methoxy-1-naphthol with a 1,1-diarylprop-2-yn-1-ol gave the 2,2-diaryl-6-methoxy-2H-naphtho[1,2-b]pyran together with the novel merocyanine, (E)-2-[3′,3′-bis(aryl)allylidene]-4-methoxynaphthalen-1(2H)-one. Brief UV-irradiation of the pyran favoured the formation of the (Z)-merocyanine with longer irradiation and/or acidic conditions favouring the (E)-isomer.

AB - Heating 4-methoxy-1-naphthol with a 1,1-diarylprop-2-yn-1-ol gave the 2,2-diaryl-6-methoxy-2H-naphtho[1,2-b]pyran together with the novel merocyanine, (E)-2-[3′,3′-bis(aryl)allylidene]-4-methoxynaphthalen-1(2H)-one. Brief UV-irradiation of the pyran favoured the formation of the (Z)-merocyanine with longer irradiation and/or acidic conditions favouring the (E)-isomer.

U2 - 10.1039/c4cc03435j

DO - 10.1039/c4cc03435j

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T2 - Chemical Communications

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