
Journal of Organometallic Chemistry p. 207 - 230 (1984)
Update date:2022-08-02
Topics:
Lin, Ying-Chih
Mayr, Andreas
Knobler, Carolyn B.
Kaesz, Herbert D.
Primary or secondary aliphatic amines are observed to react with Os3(CO)12 in excess amine or other polar solvents at temperatures in the range -10 to 25 deg C.One mole of CO is evolved and a μ(O,C)-carboxamido complex (1) is isolated in high yield: Os3<μ-H, μ-O=CNR'R>(CO)10 (1a, R = Me, R' = H; 1b, R = R' = Me; 1c, R = n-Pr, R' = H, 1d, R = n-Bu, R' = H; 1e, R = Et, R' = H).The 1H NMR spectrum of 1e indicates the existence of two isomers due to the restricted rotation around the C-N bond of the μ-carboxamido group.Reaction of methyl or ethyl isocyanate with Os3<μ-H>2(CO)10 at room temperature under N2 gives three principal products: a μ(O,N)-formamido complex, Os3<μ-H,μ-OC(H)NR>(CO)10 (2), the μ(O,C)-carboxamido complex, 1, and a μ(C,N)-iminylurethane complex, Os3<μ-H,μ-C(OR')=NR>(CO)10, (4, R' = C(=O)NHR).Product 1 in this reaction arises from isomerization of an intermediate μ(C,N)-hydroxyiminyl complex, Os3(μ-H,μ-C(OH)=NR(CO)10 (3).This complex is isolated upon initial chromatography of the reaction mixture.For the isomerization of 3 to 1, t1/2 17.5 d in CDCl3 solution, Ea 92 kJ/mol.Spectroscopic data indicate that 3 is a mixture of tautomers in ratio of 19/1 in CDCl3: Os3<μ-H,μ-C(OH)=NCH3>(CO)10 (3-enol) and Os3<μ-H,μ-C(=O)N(H)CH3>(CO)10 (3-keto). The structure of 4 has been determined at -158 deg C using a Syntex P<*> computer-automated diffractometer and graphite-monochromatized Mo-Kα radiation.Some 2936 unique reflections with I >3?(I) were used in the refinement to give final discrepancy indices of R = 0.030 and Rw = 0.037.The complex crystallizes in the monoclinic space group P21/c in a cell having the dimensions of a 13.413(3) Angstroem, b 16.712(3) Angstroem, c 9.400(3) Angstroem, and β 95.01(2) deg.The calculated density is 3.06 g cm-3.
website:http://www.shochem.com
Contact:021-50800795
Address:No.1043, Halei Rd, Zhangjiang Hi-Tech Park, Shanghai, Postcode 201203, China
Shandong General Materials Co.,Ltd(Shandong Aoertong Chemical Co., Ltd)
Contact:86-531-88072280
Address:No. 1825 Hualong Road, Licheng District, Jinan, Shandong, China
Suzhou Chiral Pharmaceuticals Co., Ltd.
Contact:86-0512-63197058
Address:Building A, No. 2358, Chang'an Road, Wujiang Science Park
Lonzeal Pharmaceuticals Co., Ltd.
website:http://www.lonzeal.com
Contact:+86-13381011962
Address:RM 801, Yue MOMA, No. 26 Anningzhuang Rd. Haidian District, Beijing, China
Hangzhou jls Flame Retardants Chemical Co.,Ltd
Contact:+86-571-87250387/87250386
Address:MOGANSHAN RODA 1418# SHANGCHENG INDUSTRIAL PARK
Doi:10.1021/jo00383a023
(1987)Doi:10.1021/ja00373a047
(1982)Doi:10.1248/cpb.29.3554
(1981)Doi:10.1055/s-2004-831229
(2004)Doi:10.1016/j.bmcl.2004.09.004
(2004)Doi:10.1021/jacs.9b07729
(2019)