David Reger

Ferrociphenol quinone methide–thiol adducts are potent organometallic antiproliferative compounds that result from the addition of thiols to ferrocenyl quinone methides. These FC-SR adducts were identified upon metabolism of ferrociphenols (FCs) by liver microsomes in the presence of NADPH and thiols. They display unique oxidative behaviors that may inspire development of new organometallic anticancer drugs.

[Communication]
Yong Wang, Marie-Aude Richard, Siden Top, Patrick M. Dansette, Pascal Pigeon, Anne Vessières, Daniel Mansuy, Gérard Jaouen
Angew. Chem. Int. Ed., June 08, 2016, DOI: 10.1002/anie.201603931. Read article

Abstract

Strained to making point: Two templates were tested for their ability to direct the formation of a π-conjugated cyclic porphyrin pentamer. 1,3,5,7,9-penta(4-pyridyl)corannulene was found to be more effective than a ferrocene-based template, despite the fact that the radius of its N5 ligand set is almost 1 Å too small to fit the cavity of the nanoring.

[Communication]
Pengpeng Liu, Yutaka Hisamune, Martin D. Peeks, Barbara Odell, Juliane Q. Gong, Laura M. Herz, Harry L. Anderson
Angew. Chem. Int. Ed., May 23, 2016, DOI: 10.1002/anie.201602909. Read article

Nature Chemistry. doi:10.1038/nchem.2516

Authors: Christopher D. Roland, Hong Li, Khalil A. Abboud, Kenneth B. Wagener & Adam S. Veige

Cyclic polymers are an area of significant interest, but understanding the potential of these macrocycles has been difficult because of challenges in their synthesis and characterization. It has now been shown that a tungsten catalyst featuring a tetraanionic pincer ligand can rapidly polymerize alkynes to form conjugated macrocycles in high yield.

Photophysics: A series of U-shaped donor–acceptor–donor emissive compounds based on the electron-accepting unit dibenzo[a,j]phenazine has been developed. Static and dynamic photophysical investigations of these compounds revealed their detailed thermally activated delayed fluorescence properties. The external quantum efficiency of the organic light-emitting diodes fabricated with the new materials reached values up to 16 %.

[Communication]
Przemyslaw Data, Piotr Pander, Masato Okazaki, Youhei Takeda, Satoshi Minakata, Andrew P. Monkman
Angew. Chem. Int. Ed., April 06, 2016, DOI: 10.1002/anie.201600113. Read article

Learning to understand HER: A nickel porphyrin bearing four meso-C₆F₅ groups catalyzed H₂ evolution from acetic acid and trifluoroacetic acid by different mechanisms initiated by doubly and singly reduced species, respectively. Experimental and theoretical evidence suggest that bimetallic homolysis of a hydride intermediate formed by oxidative protonation of singly reduced species may be involved in the catalytic cycle.

[Communication]
Yongzhen Han, Huayi Fang, Huize Jing, Huiling Sun, Haitao Lei, Wenzhen Lai, Rui Cao
Angew. Chem. Int. Ed., March 30, 2016, DOI: 10.1002/anie.201510001. Read article

At long last, the much anticipated octafluoroporphyrin (OFP), has been synthesized by condensation of tetrafluoro-dipyrrylmethane-2-carboxaldehyde in the presence of magnesium(II) salts. The fluorinated dipyrrylmethane also gives F18P with good yields. Both MgOFP and ZnF18P show an essentially flat structure in the solid-state. The fluoro substituents impart a shift of oxidation and reduction potentials for the porphyrin ring.

[Communication]
Chiranjeevulu Kashi, Chu-Chun Wu, Chi-Lun Mai, Chen-Yu Yeh, Chi K. Chang
Angew. Chem. Int. Ed., March 16, 2016, DOI: 10.1002/anie.201511702. Read article