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. Author manuscript; available in PMC: 2008 Sep 9.
Published in final edited form as: J Am Chem Soc. 2005 Dec 21;127(50):17644–17655. doi: 10.1021/ja0528580

Table 3.

Hydrosilylation of internal alkynes with complex 7.a

entry alkyne number silane major product number ratiob yieldc
1 graphic file with name nihms63226t13.jpg 44 (EtO)3SiH graphic file with name nihms63226t14.jpg 45 5:1 86
2 graphic file with name nihms63226t15.jpg 46 Et3SiH graphic file with name nihms63226t16.jpg 47 >20:1 70d
3 graphic file with name nihms63226t17.jpg 48 (EtO)3SiH graphic file with name nihms63226t18.jpg 49 2.4:1 100
4e graphic file with name nihms63226t19.jpg 50 (EtO)3SiH graphic file with name nihms63226t20.jpg 51 >20:1 (40% conv.)
5e graphic file with name nihms63226t21.jpg 52 Et3SiH graphic file with name nihms63226t22.jpg 53 >20:1 (20% conv.)
6 graphic file with name nihms63226t23.jpg 54 (EtO)3SiH graphic file with name nihms63226t24.jpg 55 1:1 96g
7 graphic file with name nihms63226t25.jpg 56 (EtO)3SiH graphic file with name nihms63226t26.jpg 57 5:1 71d
8f graphic file with name nihms63226t27.jpg 58 (EtO)3SiH graphic file with name nihms63226t28.jpg 59 6:1 92
9 graphic file with name nihms63226t29.jpg 60 (EtO)3SiH graphic file with name nihms63226t30.jpg 61 >10:1 67g
a

All reactions performed 0.5 M in CH2Cl2 on 0.2–0.5 mmol scale. 1.2 eq silane and 1 mol% complex 7 is employed unless otherwise indicated. Reactions were generally complete within 1 h.

b

Ratio of major:minor regioisomers determined by NMR and/or GC analysis of the crude reaction mixture. Only trans addition products were observed.

c

Isolated yield is for the mixture of regioisomers unless otherwise indicated.

d

Yield refers to isolated pure major product.

e

10 mol% catalyst loading.

f

4 mol% catalyst loading.

g

Product isolated as trans olefin after protodesilylation. See reference 14b.