Title

SYNTHESIS OF RIGID TETRAHEDRAL TETRAFUNCTIONAL MOLECULES FROM 1,3,5,7-TETRAKIS(4-IODOPHENYL)ADAMANTANE

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