5819-93-2Relevant articles and documents
Porphyrin-Based Air-Stable Helical Radicals
Kato, Kenichi,Furukawa, Ko,Mori, Tadashi,Osuka, Atsuhiro
supporting information, p. 572 - 575 (2018/01/26)
Stable helical radicals are promising multi-functional molecules in light of intriguing magnetic and chiroptical properties. Attempts were made to extend diphenylmethyl-fused NiII porphyrin radical to helical system as the first air-stable orga
One-pot synthesis of symmetrical and unsymmetrical diarylmethanes via diborylmethane
Endo, Kohei,Ishioka, Takafumi,Ohkubo, Takahiro,Shibata, Takanori
, p. 7223 - 7231 (2012/10/29)
A one-pot synthesis of diarylmethanes from air-stable diborylmethane via the Suzuki-Miyaura cross-coupling reaction is described. The present approach realizes the synthesis of various symmetrical and unsymmetrical diarylmethanes in good to excellent yields.
The reactivity of o-hydroxybenzyl alcohol and derivatives in solution at elevated temperatures
Dorrestijn, Edwin,Kranenburg, Marieke,Ciriano, Maria Victoria,Mulder, Peter
, p. 3012 - 3018 (2007/10/03)
The reactivity of o-hydroxybenzyl alcohol (o-HBA, 1), as a model compound for lignin, has been studied in various solvents between 390 and 560 K. Both in polar and apolar solvents the benzylic cation is the reactive intermediate. In alcoholic solvents, the benzylic cation reacts with the solvent to give the corresponding ethers. Relative reaction rates have been determined for different alcohols; a factor of 14 is encountered between the most (methanol) and least (tert-butyl alcohol) reactive ones. The etherification is reversible, in contrast to the electrophilic aromatic substitution with phenol and anisole, for which k(PhOH) = 1 X 105 M-1 s- 1 and k(anisole) = 1 x 104 M-1 s-1, at 424 K. In apolar hydroaromatic solvents, 7H-benz[de]anthracene, 9,10-dihydroanthracene, and 9,10- dihydrophenanthrene, the formation of o-cresol proceeds via hydride transfer from the solvent to the benzylic cation; rate constants at 555 K are 2 x 106, 5 x 104, and 5 x 103 M-1 s-1, respectively.