C–C Coupling in sterically demanding porphyrin environments

• Liam Cribbin,
• Brendan Twamley,
• Nicolae Buga,
• John E. O’ Brien,
• Raphael Bühler,
• Roland A. Fischer and
• Mathias O. Senge

Beilstein J. Org. Chem. 2024, 20, 2784–2798, doi:10.3762/bjoc.20.234

• with aldehydes 8, 9, and 10 under Lindsey conditions [42] utilizing BF3·OEt2 and DDQ [43] to achieve porphyrins 4, 5, and 6, which were not isolated and instead reacted immediately. Ni(II)porphyrins 11, 12, and 13 were prepared by reacting porphyrins 4, 5, and 6 in toluene for 18 hours using Ni(II

Synthesis of 4-substituted azopyridine-functionalized Ni(II)-porphyrins as molecular spin switches

• Jannis Ludwig,
• Tobias Moje,
• Fynn Röhricht and
• Rainer Herges

Beilstein J. Org. Chem. 2020, 16, 2589–2597, doi:10.3762/bjoc.16.210

• Jannis Ludwig Tobias Moje Fynn Rohricht Rainer Herges Otto Diels Institute of Organic Chemistry, University of Kiel, Otto-Hahn-Platz 3–4, 24098 Kiel, Germany 10.3762/bjoc.16.210 Abstract We present the synthesis and the spin switching efficiencies of Ni(II)-porphyrins substituted with

• described by Sato et al. [31] of 20 yielded 3-(3-bromophenylazo)-4-pyridinecarboxylic acid (21, Scheme 3). Synthesis of the Ni(II)-porphyrins The phenylboronic acid pinacol ester 22 was used as a component for the Suzuki reaction (Scheme 4). No conversion was observed for the Suzuki reaction of the

• under air to form the disulfide. Investigation on the spin switching performance of the Ni(II)-porphyrins The spin switching performance of a record player molecule depends on different parameters: 1. the coordination strength of the axial ligand, 2. the effectivity of the cis–trans isomerization, since

Azo-dimethylaminopyridine-functionalized Ni(II)-porphyrin as a photoswitchable nucleophilic catalyst

• Jannis Ludwig,
• Julian Helberg,
• Hendrik Zipse and
• Rainer Herges

Beilstein J. Org. Chem. 2020, 16, 2119–2126, doi:10.3762/bjoc.16.179

• activity. The rate constants in the two switching states differ by a factor of 2.2, and the catalytic switching is reversible. Keywords: catalysis; Ni(II)-porphyrins; nucleophilic catalyst; photoswitch; record player molecules; spin switch; Introduction Photoswitchable catalysis has been realized