176243-28-0Relevant academic research and scientific papers
Efficient synthesis and molecular structure of 2-hydroxyisophthaldehyde
Zondervan, Charon,Van Den Beuken, Esther K.,Kooijman, Huub,Spek, Anthony L.,Feringa, Ben L.
, p. 3111 - 3114 (1997)
A new highly effective procedure has been developed for the preparation of 2-hydroxyisophthaldehyde from 2,8-dimethylphenol.The X-ray crystal structure shows infinite chains of molecules joined by hydrogen bonds.
Catalytic epoxidation of unfunctionalized alkenes by dinuclear nickel(II) complexes
Rispens, Minze T.,Gelling, Onko Jan,De Vries, Andre H.M.,Meetsma, Auke,Van Bolhuis, Fre,Feringa, Ben L.
, p. 3521 - 3546 (2007/10/03)
The synthesis, crystal and molecular structure and catalytic activity in epoxidation reactions of new dinuclear nickel(II)-complexes, octahedral μ-diacetato-μ-[2,6-bis[N-2-2'-pyridylethyl)formimidoyl]phenolato]bis nickel(II)·perchlorate·methanol (6) and square planar (μ-hydroxo-μ-[2,6-bis[N-((S)-1-benzyl-2-yl-pyrrolidine)formimidoyl]p henolato]bisnickel(II)·bisperchlorate (7), are described. For the preparation of 7 a new 5-step route for homochiral bisamine (S)-benzyl-2-aminomethyl-pyrrolidine (19) was developed starting from (S)-proline. Epoxidation of unfunctionalized alkenes with sodium hypochlorite and tert-butyl hydroperoxide as terminal oxidants was effectively catalyzed with bisnickel(II)-complexes 6 and 7, and a turnover of 165 was reached using trans-β-methylstyrene (34). The epoxidations probably proceed via a radical intermediate (such as OCl·) and no enantioselectivity is obtained under phase transfer conditions. In epoxidation reactions employing tert-butyl hydroperoxide as terminal oxidant a turnover of 43 was obtained with trans-stilbene (30) as substrate. Unexpectedly in the case of styrene (29) 1,2-bis-(tert-butylperoxy)ethylbenzene (59) was isolated as the major product.
