ISSN:
0009-2940
Keywords:
Alkene-bromoarene coupling, palladium-catalyzed, Heck-type
;
[2.2]Paracyclophanes, tetrastyryl-substituted
;
1,4-Distyrylbenzene chromphors, double-layered
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reaction of [2.2]paracyclophane (1) with liquid bromine affords a 1:1 mixture of only two isomeric products, the pseudo-para 2 and pseudo-ortho tetrabromide 3. The structure of the pseudo-para isomer 2 has been determined by X-ray structure analysis. Fourfold palladium-catalyzed coupling with styrenes and with methyl acrylate converts 2 and 3 into double-layered derivatives as e.g. 6a, 7a, and 7b, respectively. The molecular structure of 7a has been established by X-ray structure analysis. The UV and fluorescence spectra of a variety of substituted products are reported and compared with those of the parent chromophors 2,5-dimethyl-1,4-distyrylbenzene (16) and 2,5-diethyl-1,4-bis(phenylethynyl)benzene (17), respectively.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260723
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