Ein borverbrücktes Tetrathiaporphyrinogen

Heteroatom-Bridged Calixarenes

“…[7] The macrocycle was synthesized in remarkable 62% yield from N,N-dimethylbis(2-thienyl)borylamine 7 via the dilithio compound. No polymer formation was observed in the reaction although this was the initial objective of the experiment.…”

Synthesis and Structure of Diboraporphyrinogenes

“…Under these conditions it is not necessary to use a solvent mixture of hexane and N,N,NЈ,NЈ-tetramethylethylenediamine (tmeda) as proposed. [8,13] Due to its high reactivity 3 is prepared in situ for the synthesis of the macrocycles 5Ϫ8. Scheme 1 Reaction of 3 with iPr 2 NϪBCl 2 leads to the yellow, airand moisture-sensitive tetrathiadiboraporphyrinogene 5 in 95% yield.…”

“…Their 11 B NMR spectra exhibit broad signals at δ ϭ 43 ppm (6) and δ ϭ 42 ppm (7), which appear in the same region as that of the tetrathiatetraboraporphyrinogene B. [8] Because of the amino substituents at the boron atoms, the tetrathia-5,15-diboraporphyrinogenes 5Ϫ7 are electronically saturated due to the π interactions with the nitrogen atoms.…”

“…Different boron-containing porphyrins and porphyrinogenes have been synthesized. Recently, Corriu, Douglas, Siebert et al [8] reported the first tetraboratetrathiaporphyrinogene B, and porphyrins with boron atoms in side chains have been used for BNCT (boron neutron capture therapy) studies. [9] Boryl and diborane(4)-diyl groups bridging the nitrogen atoms [10] have been incorporated into porphyrins.…”

Boracyclophane: Lewis‐saure Makrocyclen

“…[4] Obwohl die Synthese dieser Verbindung nie reproduziert wurde und man auch ihre Eigen-schaften nicht experimentell untersuchte, schlossen sich viele Folgearbeiten an, die zur Isolierung von Organobor-Makrocyclen wie 2 [5] und 3 [6] führten. Einer der ersten Beiträge in diesem Gebiet ist eine Verçffentlichung aus dem Jahr 1964, die die Bildung von 1,5-Diborabicyclo[3,3,3]undecan (1) als Produkt der Reaktion von Triallylboran mit Et 3 NBH 3 beschreibt (Schema 1).…”