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Diverse Multi-Functionalized Oligoarenes and Heteroarenes for Porous Crystalline Materials

Grosjean, Sylvain; Hassan, Zahid; Wöll, Christof; Bräse, Stefan

Abstract (englisch):
A modular synthesis of multi‐functionalized biphenyl, terphenyl and higher linear oligophenylene dicarboxylic acids and pyridine‐terminated oligoarenes by stepwise palladium–catalyzed borylation/Suzuki–Miyaura cross‐coupling reactions is described. The presence of several distinct functional groups such as azide, hydroxy, and alkyne, as well as coordinative functional end groups (carboxylic acid or pyridine) combined in a single oligoarene molecular unit at strategic positions offer an advantageous dual‐utility. First, these compounds can serve as useful molecular bricks (ditopic organic linkers) in the construction of complex porous crystalline materials. Second, after the assembly into the crystalline coordination networks, orthogonal functional sites within the linker‐backbone offer tremendous potential from application perspectives as they can be modified by a wide range of post‐synthetic modifications including azide–alkyne click chemistry. This allows further tailoring of the supramolecular assemblies to yield novel multifunctional materials.



Originalveröffentlichung
DOI: 10.1002/ejoc.201801232
Scopus
Zitationen: 1
Web of Science
Zitationen: 1
Zugehörige Institution(en) am KIT Institut für Organische Chemie (IOC)
Institut für Funktionelle Grenzflächen (IFG)
Institut für Toxikologie und Genetik (ITG)
Institut für Biologische Grenzflächen (IBG)
Publikationstyp Zeitschriftenaufsatz
Jahr 2019
Sprache Englisch
Identifikator ISSN: 0075-4617, 0170-2041, 0365-5490, 0947-3440, 1099-0690, 1434-193X, 1434-243X
KITopen-ID: 1000087783
HGF-Programm 47.02.06 (POF III, LK 01)
Erschienen in European journal of organic chemistry
Heft 7
Seiten 1446-1460
Vorab online veröffentlicht am 20.09.2018
Schlagworte Modular synthesis; Building-blocks strategy; Oligoarenes; Nitrogen heterocycles; Cross-coupling; Functional organic materials
Nachgewiesen in Web of Science
Scopus
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