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It is estimated that more than 500 species of insects have been introduced to the Galápagos Islands via human activities. One of these insect invaders is the yellow paper wasp, Polistes versicolor (Olivier) (Hymenoptera: Vespidae), a social wasp native to continental South America. In Galápagos, these wasps are voracious predators of insect larvae, compete with native species for insect prey or for floral resources and are a human nuisance. Wasp suppression methods currently in use are inefficient and attract non-target species, calling for the development of species-specific attractants that can be used in baits to lure and kill wasps. To evaluate the potential for using wasp semiochemicals in baits, we determined the biochemical composition of the head, thorax, Dufour’s and venom glands of P. versicolor foragers via gas chromatography/mass spectrometry (GC/MS). Male and female wasps were tested for behavioral responses to body segment extracts from both sexes. Female body extracts consistently elicited more behavioral responses in both male and female wasps than male extracts. Females reacted to female head, thorax and abdomen (the Dufour’s and venom glands are located in the abdomen) extracts, whereas males reacted significantly to female head and thorax extracts. One male body extract, the head, elicited two significant behaviors: female wasps groomed more often, and males touched the filter paper more often compared to the blank control. Head extracts consistently changed the behavior of female and male wasps and, together with female thorax extracts, have potential as species-specific lures for yellow paper wasps. Heads were mainly composed of hydrocarbon lipids and oleamide, a ligand for odorant-binding proteins. The thorax consisted of fatty aldehydes, long-chain alkanes and fatty amide lipids. Field trials of blends of these compounds in high wasp density areas of Galápagos are the next step to confirm if any of these compounds are attractive to P. versicolor.

International audience; A dimeric beta-diketiminato ytterbium(II) hydride affects both the two-electron aromatization of 1,3,5,7-cyclooctatetraene (COT) and the more challenging two-electron reduction of polyaromatic hydrocarbons, including naphthalene (E-0=-2.60 V). Confirmed by Density Functional Theory calculations, these reactions proceed via consecutive polarized Yb-H/C=C insertion and deprotonation steps to provide the respective ytterbium (II) inverse sandwich complexes and hydrogen gas. These observations highlight the ability of a simple ytterbium(II) hydride to act as a powerful two-electron reductant at room temperature without the necessity of an external electron to initiate the reaction and avoiding radicaloid intermediates.

Cyclopentadienyl ligands are ubiquitous in lanthanide chemistry and have been used extensively to stabilize low-valent lanthanide(II) complexes. We now report the reactions of the β-diketiminate ytterbium(II) hydride [(BDIDipp)Yb(H)]2 (BDIDipp = HC{C(Me)NDipp}2, Dipp = 2,6-iPr2C6H3) with tetramethylcyclopentadiene, pentamethylcyclopentadiene, indene, and fluorene; to provide ready access to the heteroleptic ytterbium(II) η5-C5R5 cyclopentadienides with extrusion of hydrogen gas. The tetramethylcyclopentadienyl, pentamethylcyclopentadienyl, indenyl, and fluorenyl compounds were characterized by 1H and 13C{1H} NMR, elemental analysis, and single crystal X-ray diffraction. These data indicated that each heteroleptic cyclopentadienide exists as a mononuclear species in both solution and the solid state, formulated with retention of the oxidation state on the ytterbium(II) center. Additionally, the pentamethylcyclopentadienyl derivative was characterized by single crystal neutron diffraction, a study that explored the nature of an agostic interaction between a methyl group and the ytterbium(II) center.

Although the nucleophilic alkylation of aromatics has recently been achieved with a variety of potent main group reagents, all of this reactivity is limited to a stoichiometric regime. We now report that the ytterbium(II) hydride, [BDIDippYbH]2 (BDIDipp = CH[C(CH3)NDipp]2, Dipp = 2,6-diisopropylphenyl), reacts with ethene and propene to provide the ytterbium(II) n-alkyls, [BDIDippYbR]2 (R = Et or Pr), both of which alkylate benzene at room temperature. Density functional theory (DFT) calculations indicate that this latter process operates through the nucleophilic (SN2) displacement of hydride, while the resultant regeneration of [BDIDippYbH]2 facilitates further reaction with ethene or propene and enables the direct catalytic (anti-Markovnikov) hydroarylation of both alkenes with a benzene C-H bond., Nucleophilic alkylation of aromatics with main group reagents was achieved, but it is limited to a stoichiometric regime. Here, the authors report that the ytterbium(II) hydride reacts with ethene and propene to afford ytterbium(II) n-alkyls, both of which can facilitate the catalytic alkylation of benzene at room temperature via an SN2 mechanism.