Silicon-based modified isonitrile metal salt catalyst and preparation method and application thereof

A catalyst and metal salt technology, which is applied in the field of isocyanide metal salt catalyst and its preparation, can solve the problems of poor compatibility between the catalyst and the reaction substrate, unsatisfactory yield of the target product, and low catalytic activity, and achieve the goal of improving The effect of product yield, inhibition of by-product formation, wide substrate universality

Active Publication Date: 2019-08-13
HANGZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But for certain types of hydrosilylation reactions, such as the hydrosilylation of olefins and alkoxysilanes, transition metals (iron, cobalt, etc.) are used as catalysts, and the catalytic activity is not high and the preparation method is complicated (Tondreau AM, et al Science, 2012, 335, 567; Chen C, et al J.Am.Chem.Soc., 2015, 137, 13244)
[0004] Aiming at the problem that the preparation method of the above-mentioned hydrosilylation catalyst is complicated or expensive, the invention patent application document with the publication number CN106831850A discloses a hydrosilylation reaction, specifically using ole

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  • Silicon-based modified isonitrile metal salt catalyst and preparation method and application thereof
  • Silicon-based modified isonitrile metal salt catalyst and preparation method and application thereof
  • Silicon-based modified isonitrile metal salt catalyst and preparation method and application thereof

Examples

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Example Embodiment

[0031] Example 1

[0032] In a 250mL three-necked flask, add 150mL of dichloromethane, cyclohexene oxide (10.1g, 0.1mol), trimethylsilyl cyanide (19.8g, 0.2mol), and zinc iodide (0.3g, 0.001mol), stir and mix, Heat to reflux for 2h, cool, filter with suction, spin off the solvent, and dry in vacuum to obtain a solid product.

[0033] Dissolve the obtained solid product with 100mL FeCl 2 ·4H 2 O (9.94g, 0.05mol) of tetrahydrofuran was mixed, stirred overnight, filtered with suction, washed with deionized water, washed with acetone, and dried under vacuum to obtain 22g of solid product Fe[CNC 6 H 12 Si(CH 3 ) 3 ] 2 Cl 2 .

Example Embodiment

[0034] Example 2

[0035] In a 250mL three-necked flask, add 150mL of dichloromethane, cyclohexene oxide (10.1g, 0.1mol), trimethoxysilyl cyanide (19.8g, 0.2mol), zinc iodide (0.3g, 0.001mol), stir and mix, Heat to reflux for 2 hours, cool, filter with suction, spin off the solvent, and dry in vacuum to obtain a solid product.

[0036] Dissolve the obtained solid product with 100mL FeCl 2 ·4H 2 O (9.94g, 0.05mol) of tetrahydrofuran was mixed, stirred overnight, filtered with suction, washed with deionized water, washed with acetone, and dried under vacuum to obtain 20g of solid product Fe[CNC 6 H 12 Si(OCH 3 ) 3 ] 2 Cl 2 .

Example Embodiment

[0037] Example 3

[0038] In a 250mL three-necked flask, add 150mL of dichloromethane, cyclohexene oxide (10.1g, 0.1mol), triethylsilyl cyanide (19.8g, 0.2mol), zinc iodide (0.3g, 0.001mol), stir and heat Reflux for 2h, cool, filter with suction, spin off the solvent, and dry in vacuum to obtain a solid product.

[0039] Dissolve the obtained solid product with 100mL FeCl 2 ·4H 2 O (9.94g, 0.05mol) of tetrahydrofuran was mixed, stirred overnight, filtered with suction, washed with deionized water, washed with acetone, and dried under vacuum to obtain 26g of solid product Fe[CNC 6 H 12 Si(CH 2 CH 3 ) 3 ] 2 Cl 2 .

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Abstract

The invention relates to the field of catalysts, and discloses a silicon-based modified isonitrile metal salt catalyst. The silicon-based modified isonitrile metal salt catalyst has a structure shownin formula (I), wherein R is C1-C6 alkyl groups or C1-C6 alkoxy groups, n is an integer ranging from 1 to 6, and M is divalent metal. The invention further discloses a preparation method of the silicon-based modified isonitrile metal salt catalyst. The preparation method is simple, the reaction conditions are mild, the cost is low, and the substrate universality is wide. The invention further discloses a hydrosilylation reaction catalyzed by applying the catalyst. The catalyst is used for hydrosilylation of olefin, which not only improves the compatibility of the catalyst and a hydrosilylationreaction substrate and improves the catalytic effect, but also can inhibit the generation of by-products in the reaction process and effectively increase the yield of a target product.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a silicon-based modified isocyanide metal salt catalyst and a preparation method and application thereof. Background technique [0002] Olefin-catalyzed hydrosilylation plays an important role in synthetic organic chemistry, and is one of the most important ways to synthesize organosilicon coupling agents and functional organosilicon compounds and polymers (Leslie D. Field, Antony J. Ward, J Organomet. Chem, 2003, 681, 91-97). Previously, Karstedt was usually used as a catalyst for hydrosilylation reaction. Although Karstedt catalyst has high activity as a catalyst for hydrosilylation reaction, the reaction system is unstable, platinum black is easily produced, and the selectivity of the target product is also low. , more reaction by-products (Chisso Corp. JP., 8204995, 1982). [0003] Later, through the study of various transition metal complexes, it was found that transition metal (i...

Claims

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Application Information

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IPC IPC(8): C07F7/18B01J31/12B01J31/22
CPCB01J31/12B01J31/2282B01J2531/842C07F7/1804C07F7/1876C07F7/188
Inventor 厉嘉云马杨杨彭家建白赢
Owner HANGZHOU NORMAL UNIVERSITY
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