Synthesis of C3-Symmetric Nano-Sized Polyaromatic Compounds by Trimerization and Suzuki−Miyaura Cross-Coupling Reactions

• Published in: European journal of organic chemistry Vol. 2004; no. 19; pp. 4003 - 4013
• Main Authors: Kotha, Sambasivarao, Kashinath, Dhurke, Lahiri, Kakali, Sunoj, Raghavan B.
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.10.2004; WILEY‐VCH Verlag; Wiley
• Subjects: Chemistry; Chemistry, Organic; Cyclotrimerizations; C−C coupling; Nanostructures; Physical Sciences; Polycycles; Science & Technology; Semi-empirical calculations; c-c coupling; SERIES; cyclotrimerizations; PHENYLALANINE PEPTIDES; COMPLEXES; semi-empirical calculations; DENDRIMERS; nanostructures; MOLECULES; 1,3,5-TRINITROBENZENE; ORGANIC ELECTROLUMINESCENT DEVICES; AMINO-ACID DERIVATIVES; ABSORPTION; 9,10-DIARYLANTHRACENE DERIVATIVES; polycycles
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.200400257

Various C3‐symmetric molecules were prepared by trimerization of acetyl aromatic compounds and subsequently coupled with various boronic acids under Pd0 catalysis conditions to generate oligoaryl/‐heteroaryl C3‐symmetric molecules. Several furan‐ and thiophene‐containing star‐shaped molecules were prepared by the use of Suzuki−Miyaura cross‐coupling as a key step. Structural and conformational details were explored by semi‐empirical molecular orbital theory using the AM1 method. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)