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Synthesis of polybenzyls by Suzuki Pd-catalyzed crosscoupling of boronic acids and benzyl bromides: Model reactions and polyreactions

Title data

Klärner, Claudia ; Greiner, Andreas:
Synthesis of polybenzyls by Suzuki Pd-catalyzed crosscoupling of boronic acids and benzyl bromides: Model reactions and polyreactions.
In: Macromolecular Rapid Communications. Vol. 19 (December 1998) Issue 12 . - pp. 605-608.
ISSN 1521-3927
DOI: https://doi.org/10.1002/(SICI)1521-3927(19981201)19:12<605::AID-MARC605>3.0.CO;2-I

Official URL: Volltext

Abstract in another language

The palladium-catalyzed crosscoupling reaction of boronic acids and benzyl bromides can be used successfully for the preparation of benzyls in high yield. This C-C coupling reaction was optimized for the synthesis of polybenzyls by model reactions. Different reaction channels were observed here with meta- and para-bis(bromomethyl)benzenes. The main product with 1,3-bis(chloromethyl)benzene was the corresponding 1,3-dibenzylbenzene, but the main product with 1,4-bis(chloromethyl)benzene was the corresponding biaryl resulting from homocoupling of aromatic boronic acid. 1.3-linked polybenzyls were synthesized based on the results of the model reactions. (M) over bar(n)'s of 2380 corresponding to a DP of 26 were found based on GPC. No structural defects were detected within the limits of detection.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry II > Chair Macromolecular Chemistry II - Univ.-Prof. Dr. Andreas Greiner
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry II
Result of work at the UBT: No
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 15 Apr 2015 13:52
Last Modified: 15 Apr 2015 13:52
URI: https://eref.uni-bayreuth.de/id/eprint/10239