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New Monomers for Organometallic Poly-p-xylylenes: Synthesis of Silyl-, Germyl- and Stannyl[2.2]paracyclophane Derivatives

✍ Scribed by Elena Popova; Dmitrii Antonov; Elena Sergeeva; Evgenii Vorontsov; Adam Stash; Valeria Rozenberg; Henning Hopf


Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
190 KB
Volume
1998
Category
Article
ISSN
1434-1948

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✦ Synopsis


Symmetrically 4,16-disubstituted (3a-c) and bridged (6a, b) bis(trimethylsilyl)[2.2]paracyclophane (3a) we also examined the Grignard reaction, and as a result the first successful use organometallic paracyclophane derivatives have been synthesized for use as monomeric precursors of or-of a 4,16-bis Grignard reagent is described. According to the spectral data, the bridged compounds 6a, c are formed as ganometallic poly-p-xylylenes. Both types of compounds were obtained by lithiation of the appropriately substituted diastereomeric mixtures of a meso-and a d,l form. The diastereomers were separated by fractional recrystallization paracyclophane bromides (1 or 4) and subsequent quenching of the resulting lithioparacyclophane derivatives with and characterized. organometallic electrophiles. For the synthesis of 4,16-