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

doi:10.1039/c4cc03435j

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 journal › Article › peer-review

25 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.

Original language	English
Pages (from-to)	7900-7903
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	58
Early online date	5 Jun 2014
DOIs	https://doi.org/10.1039/c4cc03435j
Publication status	Published - 25 Jul 2014

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10.1039/c4cc03435jLicence: CC BY

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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.",

keywords = "2h naphtho[1,2 b]pyran, merocyanine, pyran derivative, unclassified drug",

author = "Stuart Aiken and Kathryn Booth and Gabbutt, \{Christopher D.\} and Mark Heron and Rice, \{Craig R.\} and Azzam Charaf-eddin and Denis Jacquemin",

year = "2014",

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doi = "10.1039/c4cc03435j",

language = "English",

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publisher = "Royal Society of Chemistry",

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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.

KW - 2h naphtho[1,2 b]pyran

KW - merocyanine

KW - pyran derivative

KW - unclassified drug

UR - https://www.scopus.com/pages/publications/84903133700

U2 - 10.1039/c4cc03435j

DO - 10.1039/c4cc03435j

M3 - Article

SN - 1359-7345

VL - 50

SP - 7900

EP - 7903

JO - Chemical Communications

JF - Chemical Communications

IS - 58

ER -

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

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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

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