108168-22-5

Upstream product

• 7646-85-7 zinc(II) chloride 
• 1873-77-4 tris-(trimethylsilyl)silane 
• 557-20-0 diethylzinc 
• 16636-96-7 di-tert-butylzinc 

Downstream Products

• 5272-36-6 3-trimethylsilyl-2-propyn-1-ol 

Relevant academic research and scientific papers

Stereodivergent Silylzincation of α-Heteroatom-Substituted Alkynes

Zinc reagents (Me2PhSi)2Zn and [(Me3Si)3Si]2Zn undergo highly regio- and stereoselective addition across the carbon-carbon triple bond of nitrogen-, sulfur-, oxygen-, and phosphorus-substituted termin

Radical activation of Si-H bonds by organozinc and silylzinc reagents: Synthesis of geminal dizinciosilanes and zinciolithiosilanes

Si-H bonds can be activated by organozinc and silylzinc compounds in the presence of minute amounts of radical initiators such as tBu2Hg or AIBN, yielding zinciosilanes in good yields (see scheme). Activation of dihydridosilanes leads to gemina

Development of a Radical Silylzincation of (Het)Aryl-Substituted Alkynes and Computational Insights into the Origin of the trans-Stereoselectivity

Aryl- and hetaryl-substituted acetylenes undergo regio- and stereoselective silylzincation by reaction with [(Me3Si)3Si]2Zn in the presence of Et2Zn (10–110 mol%) as additive. The distinctive feature of this addition across the C?C triple bond is its trans stereoselectivity. The radical nature of the silylzincation process is supported by diagnostic experiments and DFT calculations, which also corroborate the role played by steric effects to obtain that stereoselectivity. The procedure can be combined in one-pot with the copper(I)-mediated electrophilic substitution of the C(sp2)?Zn bond, with retention of the double bond geometry. This makes it valuable for the synthesis of stereodefined di- and trisubstituted vinylsilanes. (Figure presented.).

Preparation and structural characterization of trimethylsilyl-substituted germylzinc halides, (Me3Si)3GeZnX (X = Cl, Br, and I) and silylzinc chloride, R(Me3Si)2SiZnCl (R = SiMe3 and Ph)

The trimethylsilyl-substituted germylzinc halides, (Me3Si) 3GeZnX (X = Cl, Br, and I), and silylzinc chlorides, R(Me3Si)2SiZnCl (R = SiMe3 and Ph) have been prepared and their molecular structures have been full determined by spectroscopic and single-crystal X-ray diffraction methods. The germylzinc halides and silylzinc chlorides have dimeric structures consisting of two μ-halogen atoms. The reactivity of germylzinc chloride with substrates is also examined.

Preparation and characterization of tris(trimethylsilyl)germylzinc chloride and bis[tris(trimethylsilyl)germyl]zinc

The molecular structure of (Me3Si)3GeZnCl (1) has been determined by single-crystal X-ray diffraction. The germylzinc chloride 1 has a dimeric structure consisting of two μ-Cl atoms. The compound 1 reacted with (Me3Si)3GeLi in diethyl ether to give [(Me3Si)3Ge]2Zn (2), quantitatively. The structure of bis(germyl)zinc 2 has been also elucidated by X-ray diffraction.

Preparation and characterization of tris(trimethylsilyl)silyl derivatives of zinc, cadmium, and mercury. X-ray crystal structure of Zn[Si(SiMe3)3]2

The thermally stable silyl complexes M[Si(SiMe3)3]2 (M = Zn, 1a; M = Cd, 1b; M = Hg, 1c) are prepared by reaction of the appropriate metal halides with 1 equiv of (THF)3LiSi(SiMe3)3 in diethyl ether. 2,2′-Bipyridine (bpy) reacts with 1a and 1b to form the 1:1 adducts M[Si(SiMe3)3]2(bpy) (M = Zn, 2a; M = Cd, 2b). The above silyl complexes are characterized by elemental analyses and NMR spectroscopy (1H, 13C, and 29Si). Compound 1a is the first zinc silyl to be structurally characterized. Crystals of C18H54Si8Zn (1a) are triclinic, P1, with a = 9.483 (3) ?, b = 9.762 (3) ?, c = 12.765 (5) ?, α = 67.76 (3)°, β = 70.87 (3)°, γ = 60.95 (3)°, V = 940.3 (5) ?3, and Z = 1. The molecule is located on an inversion center with Zn at the origin.