NDLI: Synthese eines Difullerenopyrrols

Content Provider	Springer Nature Link
Author	Schlögl, Johann Sheehan, Craig S. Kräutler, Bernhard
Copyright Year	1999
Abstract	The synthesis and spectroscopic characterization of a difullerenopyrrole is described. The synthesis starts from the easily accessible 2,3,6,7-tetramethylanthracene, and its final step involves treatment of the pyrrole derivative 2,3,6,7-tetrakis(bromomethyl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracene with iodide in the presence of excess [60]-fullerene. The difullerenopyrrole is directly assembled in this key step and is thought to arise from the in situ generation of an o-quino-dimethane intermediate followed by a regiocontrolled cycloaddition at one of the thirty (6,6)-bonds of [60]-fullerene. This symmetric difullerenopyrrole represents a versatile building block for a variety of pyrrolic molecules, such as fullerenoporphyrins. Die Herstellung und die spektroskopische Charakterisierung eines Difullerenopyrrols wird beschrieben. Die hier entwickelte Reaktionssequenz geht vom leicht zugänglichen 2,3,6,7-Tetramethylanthracen aus, und ihr letzter Schritt ist eine iodidinduzierte Reaktion des Pyrrolderivates 2,3,6,7-Tetrakis(bromomethyl)-9,10-dihydro-9,10-[3,4]epipyrroloanthracen in der Gegenwart eines Überschusses an [60]-Fulleren. In dieser Schlüsselstufe wird das Difullerenopyrrol direkt aufgebaut, wobei es über eine regiokontrollierte Addition der hypothetischen o-Chinodimethanzwischenstufe an eine der dreißig (6,6)-Doppelbindungen von C60 entstehen dürfte. Das symmetrische Difullerenopyrrol stellt einen vielversprechenden Synthesebaustein für verschiedene pyrrolische Moleküle dar, wie zum Beispiel für Fullerenoporphyrine.
Starting Page	1365
Ending Page	1371
Page Count	7
File Format	PDF
ISSN	00269247
Journal	Monatshefte für Chemie - Chemical Monthly
Volume Number	130
Issue Number	11
e-ISSN	14344475
Language	German
Publisher	Springer-Verlag
Publisher Date	1999-11-01
Publisher Place	Vienna
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Chemistry/Food Science Organic Chemistry Inorganic Chemistry Analytical Chemistry Physical Chemistry Theoretical and Computational Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry

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1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
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3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
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