(Distinctive Doe)
11-27-01 23:29
No 241350
(Rated as: excellent)
Facile reduction of aryl halides with borohydride exchange resin-nickel acetate.
Bull. Korean Chem. Soc. 14(5), 543-5 (1993) (http://journal.kcsnet.or.kr/publi/bul/b
Abstract
Redn. of aryl halides with borohydride exchange resin (BER) in the presence of Ni(OAc)2 in MeOH proceeded in good yield with excellent selectivity. Thus, redn. of 4-ClC6H4CH2OH with BER-Ni(OAc)2 in MeOH gave 87% PhCH2OH.
Further Reading: Post 381478 (not existing)
(Chief Bee)
06-19-03 01:53
No 440911
(Rated as: excellent)
Preparation of Borohydride Exchange Resin
J. Org. Chem. 59, 4687 (1994)
An aqueous solution of sodium borohydride (1 M, 1 L) was stirred with wet chloride-form anion exchange resin (Amberlite IRA-400 (20-50 mesh), 200g) for 1 h. The resulting resin was washed thoroughly with distilled water until free from excess NaBH4. The borohydride form anion exchange resin was then dried in vacuo at 60°C for 5 h. The dried resin was analyzed for borohydride content by hydrogen evolution on acidification with 2 N HCl, and the average hydride content of BER was found to be 3.3 mmol of BH4- per gram. The dried resin was stored under nitrogen in refrigerator (-4°C). The hydride content was constant over 6 weeks.
References:
Yoon, N. M; Tetrahedron Lett. 24, 5367 (1983)
Kabalka, G; Synth. Commun. 20, 293 (1990) and references cited therein.