Convenient Syntheses of Tetraarylmethane Starting Materials

Abstract

Tetraphenylmethane (1) and several functionalized tetraphenylmethanes 4-7, all of them useful building blocks for the construction of tetraarylmethane frameworks, are readily synthesized by improved standard procedures in multigram quantities. The structure of compound 5 has been additionally corroborated by an X-ray structure analysis. The novel class of tetrakis(thiazolylphenyl)methanes 8 showing a significant blue emission upon UV-excitation can be prepared in good yield by Hantzsch synthesis starting from the tetra(α-bromoketone) derivative 4b.

Key words

acylations - alkylations - cyclizations - dendrimers - heterocycles

References

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1

New address: Organisch-Chemisches Institut der Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.

10

Zimmermann, T. J.; Müller, T. J. J. Eur. J. Org. Chem. 2002, submitted.

16

Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited at the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-179878 (5). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax: [phone]; E-mail: [e-mail]).