Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans

Orlando De Azevedo; Paul Elliott; Christopher Gabbutt; Mark Heron; Kyle J. Lord; Christopher Pullen

doi:10.1021/acs.joc.0c01296

Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans

Orlando De Azevedo, Paul Elliott, Christopher Gabbutt, Mark Heron, Kyle J. Lord, Christopher Pullen

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

23 Citations (Scopus)

Abstract

Multitarget synthetic strategies to access novel photochromic 3H-naphtho[2,1-b]pyrans decorated with pyridyl units are described. The new pyridyl-substituted 3H-naphtho[2,1-b]pyrans display good photochromic properties with reversible generation of photomerocyanines, which exhibit mainly orange/red hues. Photochromic parameters including photocolorability and persistence of color vary tremendously on structural modification of the naphthopyran core.

Original language	English
Pages (from-to)	10772-10796
Number of pages	25
Journal	Journal of Organic Chemistry
Volume	85
Issue number	16
Early online date	27 Jul 2020
DOIs	https://doi.org/10.1021/acs.joc.0c01296
Publication status	Published - 21 Aug 2020

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10.1021/acs.joc.0c01296Licence: Unspecified

Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans Heron Azevedo 2020 J Org ChemAccepted author manuscript, 1.84 MBLicence: Unspecified

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title = "Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans",

abstract = "Multitarget synthetic strategies to access novel photochromic 3H-naphtho[2,1-b]pyrans decorated with pyridyl units are described. The new pyridyl-substituted 3H-naphtho[2,1-b]pyrans display good photochromic properties with reversible generation of photomerocyanines, which exhibit mainly orange/red hues. Photochromic parameters including photocolorability and persistence of color vary tremendously on structural modification of the naphthopyran core.",

keywords = "Naphthopyrans, Benzochromenes, Heterocycles, Synthesis, Photochromism",

author = "{De Azevedo}, Orlando and Paul Elliott and Christopher Gabbutt and Mark Heron and Lord, {Kyle J.} and Christopher Pullen",

year = "2020",

month = aug,

day = "21",

doi = "10.1021/acs.joc.0c01296",

language = "English",

volume = "85",

pages = "10772--10796",

journal = "Journal of Organic Chemistry",

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publisher = "American Chemical Society",

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T1 - Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans

AU - De Azevedo, Orlando

AU - Elliott, Paul

AU - Gabbutt, Christopher

AU - Heron, Mark

AU - Lord, Kyle J.

AU - Pullen, Christopher

PY - 2020/8/21

Y1 - 2020/8/21

N2 - Multitarget synthetic strategies to access novel photochromic 3H-naphtho[2,1-b]pyrans decorated with pyridyl units are described. The new pyridyl-substituted 3H-naphtho[2,1-b]pyrans display good photochromic properties with reversible generation of photomerocyanines, which exhibit mainly orange/red hues. Photochromic parameters including photocolorability and persistence of color vary tremendously on structural modification of the naphthopyran core.

AB - Multitarget synthetic strategies to access novel photochromic 3H-naphtho[2,1-b]pyrans decorated with pyridyl units are described. The new pyridyl-substituted 3H-naphtho[2,1-b]pyrans display good photochromic properties with reversible generation of photomerocyanines, which exhibit mainly orange/red hues. Photochromic parameters including photocolorability and persistence of color vary tremendously on structural modification of the naphthopyran core.

KW - Naphthopyrans

KW - Benzochromenes

KW - Heterocycles

KW - Synthesis

KW - Photochromism

UR - http://www.scopus.com/inward/record.url?scp=85091152914&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.0c01296

DO - 10.1021/acs.joc.0c01296

M3 - Article

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VL - 85

SP - 10772

EP - 10796

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 16

ER -

Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans

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Synthesis and Photochromism of Novel Pyridyl Substituted Naphthopyrans

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