Metal‐Catalyzed Annulation Reactions for π‐Conjugated Polycycles

Abstract

The progress of the metal-catalyzed annulation reactions toward construction of various π-conjugated polycyclic cores with high conjugation extension is described. This article gives a brief overview of various annulation reactions promoted by metal catalysts including C-H bond functionalization, [2+2+2] cycloaddition, cascade processes, ring closing metathesis, electrophilic aromatization, and various cross-coupling reactions. A variety of conjugated polycycles with planar, bowl-shaped, and helical structures have been constructed in high efficiency and selectivity.

New advances in nanographene chemistry

“…56,[101][102][103] For instance, palladium-catalysed C-H arylation has been widely used for the preparation of non-planar PAHs incorporating five-membered rings, 56 and palladium-catalysed double cross coupling can extend 1,2-dibromoarenes with 9-stannafluorenes, leading to various triphenylene derivatives. 56,[101][102][103] For instance, palladium-catalysed C-H arylation has been widely used for the preparation of non-planar PAHs incorporating five-membered rings, 56 and palladium-catalysed double cross coupling can extend 1,2-dibromoarenes with 9-stannafluorenes, leading to various triphenylene derivatives.…”

Synthesis of extended polycyclic aromatic hydrocarbons by oxidative tandem spirocyclization and 1,2-aryl migration

“…A variety of synthetic methodologies for constructing various π-extended PAHs have been developed towards achieving high efficiency and novelty56789101112131415. Among them, since the seminal advance has been made by Müllen and Spiess et al .…”

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2014

“…A computational study of ruthenium acetylides connected to dithienylperfluorocyclopentene groups focused on protonation, redox processes, and NLO properties [1016]. Metal vinylidene complexes were suggested as likely M a n u s c r i p t 106 intermediates in the ruthenium-catalyzed reductive anti-Markovnikov hydration of terminal alkynes and formic acid [1017]. Electrochemical oxidations of alkynylmetal complexes likely produce species with substantial metal carbon multiple bonding character [1018,1019,1020,1021,1022].…”