Boyland–Sims oxidation

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Boyland–Sims oxidation jẹ́ ìdàpapọ̀ ṣiṣẹ́ kẹ́míkà ti àwọn aniline pẹ̀lú alkaline potassium persulfate, tí ó jẹ́ pé lẹ́yìn dídomi sí rẹ̀ ó maa di  ortho-hydroxyl àwọn aniline.[1][2][3]

The Boyland-Sims oxidation

 Ortho-isomer ló maa ń jẹyọ. Síbẹ̀síbẹ̀, para-sulfate maa jẹyọ ní bíntí pẹ̀lú àwọn analine kan .[4]

Ètò ìdàpọ̀ ṣiṣẹ́[àtúnṣe | àtúnṣe àmìọ̀rọ̀]

Behrman ti fihàn pé oun àkọ́kọ́ tí a maa rí nínú  Boyland–Sims oxidation ni jíjẹyọ arylhydroxylamine-O-sulfate (2).[5] Àtúntò zwitterionic yìí maa jẹ́ kí a rí ortho- sulfate (5), tí a maa domisí lati lè rí ortho-hydroxyl aniline.

The mechanism of the Boyland-Sims oxidation

Ìwé àkàsíwájú si[àtúnṣe | àtúnṣe àmìọ̀rọ̀]

Tún wo[àtúnṣe | àtúnṣe àmìọ̀rọ̀]

Àwọn ìtọ́kasí[àtúnṣe | àtúnṣe àmìọ̀rọ̀]

  1. Boyland, E.; Manson, D.; Sims, Peter (1953). "729. The preparation of o-aminophenyl sulphates". Journal of the Chemical Society (Resumed): 3623. doi:10.1039/jr9530003623. 
  2. Boyland, E.; Sims, Peter (1954). "The oxidation of some aromatic amines with persulphate". Journal of the Chemical Society (Resumed): 980. doi:10.1039/jr9540000980. 
  3. Behrman, E. J. (1988). "The Persulfate Oxidation of Phenols and Arylamines (The Elbs and the Boyland-Sims Oxidations)". Org. React. 35: 421–511. doi:10.1002/0471264180.or035.02. ISBN 0471264180. 
  4. Boyland, E.; Sims, P.; Williams, D. C. (1956). "The oxidation of tryptophan and some related compounds with persulphate". Biochem. J. 62 (4): 546–50. PMC 1215958. PMID 13315210. //www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1215958. 
  5. Behrman, E. J. (1992). "The ortho-para ratio and the intermediate in the persulfate oxidation of aromatic amines (the Boyland-Sims oxidation)". J. Org. Chem. 57 (8): 2266. doi:10.1021/jo00034a016.