Synthesis of Rigid Tetrahedral Tetrafunctional Molecules From 1,3,5,7-Tetrakis(4-Iodephenyl)adamantane

Authors

Lon J. Mathias, University of Southern MississippiFollow
Veronica R. Reichert, University of Southern Mississippi
Andrew V.G. Muir, University of Southern MississippiFollow

Document Type

Article

Publication Date

1-1-1993

Department

Polymers and High Performance Materials

Abstract

1,3,5,7-Tetrakis(4-iodophenyl)adamantane was prepared from 1-bromoadamantane in overall yields of ca. 50%. Conversion to several derivatives occurred in good yields: palladium-catalyzed coupling with 2-methyl-3-butyn-2-ol followed by deprotection gave the tetrakis(phenylacetylide), and reaction with phenyl boronic acid gave the tetrakis(biphenyl)adamantane with all-para linkages. The tetrakis(4-iodophenyl) adamantane offers broad potential for synthesis of star, dendritic, and hyperbranched structures with enforced tetrahedral symmetry derived from the rigid adamantane core.

Publication Title

Chemistry of Materials

Volume

5

Issue

1

First Page

4

Last Page

5

Recommended Citation

Mathias, L. J., Reichert, V. R., Muir, A. V. (1993). Synthesis of Rigid Tetrahedral Tetrafunctional Molecules From 1,3,5,7-Tetrakis(4-Iodephenyl)adamantane. Chemistry of Materials, 5(1), 4-5.
Available at: https://aquila.usm.edu/fac_pubs/6390