Investigations on organo‐tin compounds. VIII. preparation of some organo‐tin hydrides

Abstract

The preparation, according to t he slightly modified procedure of Finholt et al., of the following organo-tin hydrides is described: tri ethyltin hydride, tri-n-propyltin hydride, tri-n-butyltin hydride, triphenyltin hydride, di-n-propyltin dihydride, di-n-butyltin dihydride, diphenyltin dihydride and n-butyltin trihydride.In addition, the preparation of the intermediate n-butyltin trichloride is described.

Fluorene-based stannylated polymers and their use as recyclable reagents in the Stille reaction

“…SnBu 2 Cl 2 , LiAlH 4 and NHi-Pr 2 were purchased from Aldrich or Alfa Aesar. The compounds SnBu 2 H 2 [19], SnBu 2 AnCl [12], Li(NiePr 2 ) [20] (27 mg), a 20% sodium potassium tartrate aqueous solution (100 ml) and water (20 mL) were added slowly stepwise. After separation of the ethereal layer and extraction of the aqueous layer with ether (3 Â 100 mL), the combined organic extracts were washed with water (2 Â 50 mL) and dried over MgSO 4 .…”

Synthesis and characterization of new silicon-centred tin-dendrimers Si[CH2CH2SnR3]4. Single-crystal X-ray structure of the tetrahydrofuran adduct of tetrakis[2-(tribromostannyl)ethyl]silane

“…CH 3 I, i BuBr, CH 3 C"CBr, CH 3 C 6 H 4 Br-4, CH 3 O-C 6 H 4 Br-4, Br(CH 2 ) 2 Br, Br(CH 2 ) 4 Br, Mg, Ph 3 SnCl, LiAlH 4 , trans-indolacrylic acid and a-cyano-4-hydroxycinnamic acid were used as purchased. Ph 3 SnH [22], CH 3 OCH 2 CH 2 O(CH 2 ) 4 Br [23], Me 3 SiCH 2 Li [24], 1 [11a] and 2 [11a] were prepared according to published procedures. …”

Organometallic Compounds. 34. A Convenient Method Of Synthesis For Haloalkyltin Compounds

“…Triphenyl-3-hydroxypropyltin [5] and triphenyl-2-hydroxyethyltin [ 131 have been made following the procedure described in the literature, except for the purification for which column chromatography has been used (vide supra).…”

“…Indeed haloalkyltriorganotins can unfortunately not be made by the addition of organotin hydrides to haloalkenes [3] except for 1 I-chloroundecene and higher analogs [4]. On the contrary, organotin alcohols may easily be prepared by the reaction of organotin hydrides with unsaturated alcohols [5] or by the reaction of organotinsodium or -lithium derivatives with epoxides [6] (or by other reactions such as the reduction of organo in esters by LiAIH, or MeMgBr [7], the reaction of haloalkoxytriorganotin derivatives with magnesium [8}, or the reaction of R,SnMgX with ketones [9]).Haloalkyltin compounds X(CH,),,SnR, with n = 1, 4, 5, 6 can be synthesized either by the Simmons-Smith reaction on R,SnX [lo] (n = 1) or by the reaction of 1, I -dialkylstannacycZopentanes, -hexanes, -heptanes with halogens followed by a Grignard reaction [l I] (n> 4).…”