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Disclosed herein is a RhCl3‐catalyzed peri‐selective C−H/C−H oxidative homo‐coupling of 1‐substituted naphthalenes, which provides a highly efficient and streamlined approach to chalcogen‐embedded anthanthrenes from readily available starting materials. Introducing O, S, and Se into the anthanthrene skeleton leads to gradually increased π–π stacking distances but significantly enhanced π–π overlaps with the growth of the hetero‐atom radius. Moderate π–π distance, overlap area, and intermolecular S−S interactions endow S‐embedded anthanthrene (PTT) with excellent 2D charge‐transport properties. Moreover, the transformation of p‐type to n‐type S‐embedded anthanthrenes is realized for the first time via the S‐atom oxidation from PTT to PTT‐O4. In organic field‐effect transistor devices, PTT derivatives exhibit hole transport with mobilities up to 1.1 cm2 V−1 s−1, while PTT‐O4 shows electron transport with a mobility of 0.022 cm2 V−1 s−1. [ABSTRACT FROM AUTHOR]

An air-stable half-sandwich rutheniumII complex, [Ru(p-cymene)(MeCN)3](SbF6)2, was synthesized and characterized. It exhibited unique catalytic ability in a [3+2] annulation reaction of 2-arylcyclo-2-enones with internal alkynes via C(sp2)–H/alkene functionalization, which offered a rapid and atom-economical methodology to construct various synthetically challenging spiro carbocyclic indenes bearing a quaternary carbon. [ABSTRACT FROM AUTHOR]

Disclosed herein is a RhCl 3 -catalyzed peri-selective C-H/C-H oxidative homo-coupling of 1-substituted naphthalenes, which provides a highly efficient and streamlined approach to chalcogen-embedded anthanthrenes from readily available starting materials. Introducing O, S, and Se into the anthanthrene skeleton leads to gradually increased π-π stacking distances but significantly enhanced π-π overlaps with the growth of the hetero-atom radius. Moderate π-π distance, overlap area, and intermolecular S-S interactions endow S-embedded anthanthrene (PTT) with excellent 2D charge-transport properties. Moreover, the transformation of p-type to n-type S-embedded anthanthrenes is realized for the first time via the S-atom oxidation from PTT to PTT-O4. In organic field-effect transistor devices, PTT derivatives exhibit hole transport with mobilities up to 1.1 cm 2  V -1  s -1 , while PTT-O4 shows electron transport with a mobility of 0.022 cm 2  V -1  s -1 ., (© 2022 Wiley-VCH GmbH.)

An unprecedented Rh-catalyzed ketone-directed vinylic C-H activation/[4+2] O-annulation of α-aryl enones with internal alkynes followed by a Cu-catalyzed ring contraction in air to provide multiaryl-substituted furan derivatives has been developed. The preliminary mechanism study identifies the active pyrylium salt as the key intermediate., (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

A cascade double C-H annulation of aldoximes with alkynes to produce benz[a]acridizinium salts is developed by using a simple catalytic system of [Cp*Rh(OAc) 2 ] 2 in the presence of Zn(OTf) 2 with oxygen as the sole oxidant. In addition, the challenging C-H annulation of aldoximes with alkynes, especially arylalkynes, to synthesize 1H-isoquinolines is also achieved under slightly modified conditions. This protocol provides an efficient one-pot access to multisubstituted dehydroberberinium skeletons from simple starting materials, which can be easily transformed into berberinium and tetrahydroberberine skeletons by controlled hydrogenation.

An air-stable half-sandwich ruthenium(II) complex, [Ru(p-cymene)(MeCN)3](SbF6)2, was synthesized and characterized. It exhibited unique catalytic ability in a [3+2] annulation reaction of 2-arylcyclo-2-enones with internal alkynes via C(sp(2))-H/alkene functionalization, which offered a rapid and atom-economical methodology to construct various synthetically challenging spiro carbocyclic indenes bearing a quaternary carbon.