DOI: 10.1002/anie.200701139. Supramolecular Construction of Fluorescent J‐Aggregates Based on Hydrogen‐Bonded Perylene Dyes

Supramolecular Construction of Fluorescent J‐Aggregates Based on Hydrogen‐Bonded Perylene Dyes

10.1002/anie.200701139

Crossref journal-article

Wiley

Angewandte Chemie International Edition (311)

Bibliography

Kaiser, T. E., Wang, H., Stepanenko, V., & WÃ¼rthner, F. (2007). Supramolecular Construction of Fluorescent JâAggregates Based on HydrogenâBonded Perylene Dyes. Angewandte Chemie International Edition, 46(29), 5541â5544. Portico.

Authors 4

Theo E. Kaiser (first)
Hao Wang (additional)
Vladimir Stepanenko (additional)
Frank Würthner (additional)

References 51 Referenced 463

10.1038/1381009a0
10.1038/139631b0
{'key': 'e_1_2_2_4_2', 'first-page': '563', 'volume': '49', 'author': 'Scheibe G.', 'year': '1936', 'journal-title': 'Angew. Chem.'} / Angew. Chem. by Scheibe G. (1936)
10.1002/ange.19370501103
{'key': 'e_1_2_2_6_2', 'first-page': '441', 'volume': '18', 'author': 'Daltrozzo E.', 'year': '1974', 'journal-title': 'Photogr. Sci. Eng.'} / Photogr. Sci. Eng. by Daltrozzo E. (1974)
10.1021/jp000085q
10.1016/0001-8686(77)80011-0
10.1002/adma.19950070503
{'key': 'e_1_2_2_11_2', 'first-page': '1', 'volume-title': 'J‐Aggregates', 'author': 'Kuhn H.', 'year': '1996'} / J‐Aggregates by Kuhn H. (1996)
10.1021/jp9708308
S. Dähne Bunsen‐Magazin2002 4 81–92.
10.1007/b135681
10.1021/cr030070z
10.1080/10408340091164225
10.1039/B401630K
Some fluorescent aggregates of perylene bisimides have been reported but they do not display J‐type characteristics such as small Stokes shifts and narrow emission bands:
10.1021/ma0348573
10.1021/jp046133e
10.1002/chem.200600889
10.1007/BF02184163
10.1038/374517a0
10.1021/ar950110o
10.1007/b137480
10.1016/S0006-3495(00)76458-7
10.1021/ja028325y
10.1002/ange.200461431
10.1002/anie.200461431
10.1002/adma.200502498
10.1351/pac200678122341
10.1038/nature01072
10.1002/3527607439
The perylene bisimide1was characterized by NMR spectroscopy mass spectrometry and elemental analysis: m.p. 246–247 °C;1H NMR (CDCl3 400.13 MHz 300 K TMS):δ=8.31 (s 2 H NH) 8.17 (s 4 H Hpery) 7.33 (s 8 H Haryl) 7.15–7.10 (m 8 H Haryl) 6.97–6.92 (m 8 H Haryl) 4.02–3.93 (m 24 H OCH2) 1.85–1.62 (m 24 H CH2) 1.55–1.35 (m 24 H CH2) 1.35–1.10 (m 192 H CH2) 0.84–0.78 ppm (m 36 H CH3); MS (MALDI‐TOF positive mode DCTB):m/zcalcd for C220H332N2O28: 3450.46 [M+2 H]+; found: 3450.40; UV/Vis (CH2Cl2):λmax(ε)=570 (41 600) 533 (26 800) 444 nm (19 000 m−1 cm−1); fluorescence (CH2Cl2 λex=535 nm):λmax=602 nm Φfl=0.93±0.01; elemental analysis: calcd (%) for C220H330N2O28⋅H2O (3466.46): C 76.17 H 9.65 N 0.81; found: C 76.04 H 9.55 N 0.89.
10.1016/0301-0104(88)87229-X
10.1002/chem.200600891
10.1126/science.278.5343.1601
10.1351/pac196511030371
For a discussion see theSupporting Information.
For further details see theSupporting Information.
10.1073/pnas.251555298
10.1038/nature03438
Previously reported fluorescence quantum yields for cyanine‐dye J‐aggregates are about 40 % at room temperature and 70 % at 77 K; see:
10.1016/S0009-2614(98)01224-X
10.1016/S0009-2614(99)01252-X
10.1039/b400212a
10.1021/jp013496v

Dates

Type	When
Created	18 years, 2 months ago (June 20, 2007, 5:17 a.m.)
Deposited	1 year, 10 months ago (Oct. 16, 2023, 10:53 a.m.)
Indexed	2 days, 19 hours ago (Aug. 28, 2025, 8:52 a.m.)
Issued	18 years, 1 month ago (July 5, 2007)
Published	18 years, 1 month ago (July 5, 2007)
Published Online	18 years, 1 month ago (July 5, 2007)
Published Print	18 years, 1 month ago (July 16, 2007)

Funders 0

None

BibTeX

@article{Kaiser_2007, title={Supramolecular Construction of Fluorescent J‐Aggregates Based on Hydrogen‐Bonded Perylene Dyes}, volume={46}, ISSN={1521-3773}, url={http://dx.doi.org/10.1002/anie.200701139}, DOI={10.1002/anie.200701139}, number={29}, journal={Angewandte Chemie International Edition}, publisher={Wiley}, author={Kaiser, Theo E. and Wang, Hao and Stepanenko, Vladimir and Würthner, Frank}, year={2007}, month=jul, pages={5541–5544} }

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