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  [3.3]‐ and [4.4](2,7)Pyrenophanes as Excimer Models: Synthesis, Molecular Structure, and Spectroscopic Properties

Staab, H. A., Riegler, N., Diederich, F. N., Krieger, C., & Schweitzer, D. (1984). [3.3]‐ and [4.4](2,7)Pyrenophanes as Excimer Models: Synthesis, Molecular Structure, and Spectroscopic Properties. Chemische Berichte, 117(1), 246-259. doi:10.1002/cber.19841170119.

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Staab, Heinz A.1, Author           
Riegler, Norbert2, Author           
Diederich, Francois Nico2, Author           
Krieger, Claus1, Author           
Schweitzer, Dieter3, Author           
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1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              
2Max Planck Institute for Medical Research, Max Planck Society, ou_1125545              
3Department of Molecular Physics, Max Planck Institute for Medical Research, Max Planck Society, ou_1497705              

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 Abstract: As excimer models the [3.3]‐ and [4.4]pyrenophanes 1 and 2 were synthesized. As the key precursor for the synthesis of 1 the octahydro‐dithia[4.4]pyrenophane 9 was obtained by cyclisation of 4 and 8, the syntheses of which are described. Disulfone 10, derived from 9, on vapour‐phase pyrolysis yielded 11 which by dehydrogenation was converted into 1. In an analogous route 2 was obtained via 16, 17, and 18 starting from 4 and 15 (prepared in the reaction sequence 12 → 13 → 14 → 15). – The molecular structures of 1 and 2, determined by X‐ray structure analyses, are discussed with regard to transanular distances and deviations from planarity of the pyrene units. – Absorption spectra of 1 and 2 are discussed with reference to transanular interactions. The fluorescence emissions of 1 and 2 are found to be ‘excimer‐like’. Results obtained by ODMR measurements of 1 are reported.

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Language(s): deu - German
 Dates: 1983-03-151984-01
 Publication Status: Issued
 Pages: 14
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 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/cber.19841170119
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Title: Chemische Berichte
  Other : Chem. Ber.
Source Genre: Journal
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Publ. Info: Weinheim : VCH Verlagsgesellschaft mbH
Pages: - Volume / Issue: 117 (1) Sequence Number: - Start / End Page: 246 - 259 Identifier: ISSN: 0009-2940
CoNE: https://pure.mpg.de/cone/journals/resource/954926940716