Perfectly Green Organocatalysis： Quaternary Ammonium Base Triggered Cyanosilylation of Aldehydes
Quaternary ammonium bases, such as aqueous （CH3）4NOH, were found to be an extraordinarily efficient cata-lyst for cyanosilylation of aldehydes. The addition reaction of trimethylsilyl cyanide （TMSCN） to equivalent alde-hydes could proceed smoothly with turnover frequency （TOF） up to 3000000 h l and...
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| Veröffentlicht in: | Chinese journal of chemistry 2012-09, Vol.30 (9), p.2109-2114 |
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| container_title | Chinese journal of chemistry |
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| creator | 温叶倩 梁梦伟 王忆铭 任伟民 吕小兵 |
| description | Quaternary ammonium bases, such as aqueous （CH3）4NOH, were found to be an extraordinarily efficient cata-lyst for cyanosilylation of aldehydes. The addition reaction of trimethylsilyl cyanide （TMSCN） to equivalent alde-hydes could proceed smoothly with turnover frequency （TOF） up to 3000000 h l and in near 100% yield under solvent-free conditions. These organic catalysts also tolerated various aldehydes including aromatic, aliphatic and a,fl-unsaturated aldehydes. This process perfectly conforms to the features of green chemistry： no waste regarding side-products and unconverted reactants, solvent-free, excellent catalytic activity, and no requirement for separa- tion. |
| doi_str_mv | 10.1002/cjoc.201200598 |
| format | Article |
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The addition reaction of trimethylsilyl cyanide （TMSCN） to equivalent alde-hydes could proceed smoothly with turnover frequency （TOF） up to 3000000 h l and in near 100% yield under solvent-free conditions. These organic catalysts also tolerated various aldehydes including aromatic, aliphatic and a,fl-unsaturated aldehydes. This process perfectly conforms to the features of green chemistry： no waste regarding side-products and unconverted reactants, solvent-free, excellent catalytic activity, and no requirement for separa- tion.</description><identifier>ISSN: 1001-604X</identifier><identifier>EISSN: 1614-7065</identifier><identifier>DOI: 10.1002/cjoc.201200598</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>cyanosilylation ; green chemistry ; organocatalysis ; quaternary ammonium base ; solvent-free ; 三甲基硅基 ; 不饱和醛 ; 加成反应 ; 季铵碱 ; 有机催化剂 ; 腈化 ; 触发 ; 醛化</subject><ispartof>Chinese journal of chemistry, 2012-09, Vol.30 (9), p.2109-2114</ispartof><rights>Copyright © 2012 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2012 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. 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The addition reaction of trimethylsilyl cyanide （TMSCN） to equivalent alde-hydes could proceed smoothly with turnover frequency （TOF） up to 3000000 h l and in near 100% yield under solvent-free conditions. These organic catalysts also tolerated various aldehydes including aromatic, aliphatic and a,fl-unsaturated aldehydes. 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| ispartof | Chinese journal of chemistry, 2012-09, Vol.30 (9), p.2109-2114 |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | cyanosilylation green chemistry organocatalysis quaternary ammonium base solvent-free 三甲基硅基 不饱和醛 加成反应 季铵碱 有机催化剂 腈化 触发 醛化 |
| title | Perfectly Green Organocatalysis： Quaternary Ammonium Base Triggered Cyanosilylation of Aldehydes |
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