The synthesis and electronic absorption spectra of 3-phenyl-3(4-pyrrolidino-2-substituted phenyl)-3H-naphtho[2,1-b]pyrans:: further exploration of the ortho substituent effect

被引：33

作者：

Gabbutt, CD ^{[1
]}

Heron, BM ^{[1
]}

Instone, AC ^{[1
]}

机构：

[1] Univ Leeds, Dept Colour & Polymer Chem, Leeds LS2 9JT, W Yorkshire, England

来源：

TETRAHEDRON | 2006年 / 62卷 / 04期

关键词：

naphthopyrans; photochromism; steric effects; dual absorption hands; synthesis;

D O I：

10.1016/j.tet.2005.09.143

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Introduction of a substituent into a sterically demanding 2-position of a 3-(4-pyrrolidinophenyl) ring of a 3,3-diaryl-3H-naphtho[2,1-b]pyran results in the generation of an additional short wavelength absorption band leading to organic photochromes that appear as dull shades of orange and red. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：737 / 745

页数：9

共 50 条

[41] WILSMEIER-HAACK REACTION WITH "N,N-DIALKYLETHOXYCARBONYLACETAMIDES .3. 3H-NAPHTHO[2,1-B]PYRAN DERIVATIVES
ERMILI, A
ROMA, G
BRAGUZZI, F
ANNALI DI CHIMICA, 1972, 62 (06) : 458 - &
[42] NITRILES IN HETEROCYCLIC SYNTHESIS - NOVEL SYNTHESES OF BENZO[B]PYRANS, NAPHTHO[1,2-B]PYRANS, NAPHTHO[2,1-B]PYRANS, PYRANO[3,2-H]QUINOLINES AND PYRANO[3,2-C]QUINOLINES
ELAGAMEY, AGA
SAWLLIM, SZ
ELTAWEEL, FMA
ELNAGDI, MH
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1988, 53 (07) : 1534 - 1538
[43] SYNTHESIS AND PHARMACOLOGICAL ACTIVITIES OF NEW 3-PHENYL-3(N,N-SUBSTITUTED AMINOMETHYL)-2(3H)-BENZOFURANONES
RATHORE, HGS
REDDY, VM
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1984, 61 (06) : 556 - 558
[44] Synthesis of photochromic 3-arylvinyl-3H-naphtho[2,1-b]pyrans: An unexpected one-step annulation to cyclopenta[b]naphtho[1,2-d]furans
Aiken, Stuart
De Azevedo, Orlando D. C. C.
Chauhan, Kieran
Gabbutt, Christopher D.
Heron, B. Mark
Rice, Craig R.
Soltowska, Nicola
DYES AND PIGMENTS, 2022, 207
[45] Room temperature photochromic liquid crystal [3H]-naphtho[2,1-b]pyrans -: photochromism in the mesomorphic state
Frigoli, M
Mehl, GH
CHEMICAL COMMUNICATIONS, 2004, (18) : 2040 - 2041
[46] Facile synthesis of 2-substituted naphtho[2,1-b]pyran-3-ones using microwaves
Kidwai, M
Kumar, P
JOURNAL OF CHEMICAL RESEARCH-S, 1997, (05): : 178 - 179
[47] Synthesis and Investigation of Antimicrobial and Antioxidant Activity of 3-Nitro-N- (3-chloro-2-oxo-substituted-phenyl-azetidin-1-yl)naphtho [2,1-b]furan-2-carboxamides
Devi, K. Shashikala
Ramaiah, M.
Roopa, D. L.
Vaidya, V. P.
E-JOURNAL OF CHEMISTRY, 2010, 7 : S358 - S362
[48] SYNTHESIS OF N(3-DIMETHYLAMINOPROPYL)-6-SUBSTITUTED NAPHTHO[2,1-B]THIOPHENE-4-CARBOXAMIDES
MING, Y
BOYKIN, DW
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (06) : 1729 - 1731
[49] REACTION BETWEEN 3,3-BIS(METHOXYPHENYL)-3H-NAPHTHO[2,1-B]PYRAN AND 1,3-BIS(METHOXYPHENYL)-1H-NAPHTHO[2,1-B]PYRAN,2,2-DIPHENYL-2H-CHROMEN AND 2,4-DIPHENYL-4H-CHROMEN, AND RELATED COMPOUNDS
COTTERIL.WD
IQBAL, M
LIVINGST.R
WALSHAW, MV
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1974, 11 (03) : 283 - 286
[50] A novel enzymatic synthesis of 2-substituted naphtho[2,1-b]-pyran-3-ones using microwaves
Kidwai, M
Kohli, S
Saxena, RK
Gupta, R
Bardoo, S
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1998, 37 (10): : 963 - 964

← 1 2 3 4 5 →