Matches in SemOpenAlex for { <https://semopenalex.org/work/W3106605087> ?p ?o ?g. }
- W3106605087 abstract "The nitrile is an extremely useful functional group in organic synthesis: it can be transformed into amides, carboxylic acids, amines and imines; yet it is relatively stable and can be easily carried through several synthetic steps before being converted. The conversions of nitriles under mild conditions are thus very important transformations. Great progress has been made in the last decade in the use of metal pincer complexes as catalysts for quite a number of reactions of nitriles and nitrile-containing molecules. The selective hydrogenation of nitriles either to the amines or to the imines usually follows a Noyori-type outer-sphere mechanism. Coordination of aliphatic nitriles to the metal centre renders the α-proton rather acidic allowing deprotonation followed by carbon-carbon coupling reactions. The pyridine-based metal pincer complexes introduced by Milstein allow for novel mechanisms based on metal-ligand cooperativity in which the pyridine undergoes dearomatisation induced by deprotonation of one of the side arms. The nitrile can undergo a cycloaddition to the complex in its dearomatised form, creating a new bond between the nitrogen atom and the metal, whereas the nitrile carbon atom forms a C-C bond with the carbon atom of one of the pincer side-arms. The resulting metalimide undergoes nucleophilic addition more easily than the nitrile. It can also easily rearrange to the enamide, which can undergo C-C bond forming reactions. Also, oxo- and aza-Michael reactions are facilitated on the unsaturated nitriles, such as acrylonitriles or pentenitriles. Most reactions proceed under mild conditions in excellent yields." @default.
- W3106605087 created "2020-12-07" @default.
- W3106605087 creator A5050819217 @default.
- W3106605087 creator A5051370657 @default.
- W3106605087 creator A5070751842 @default.
- W3106605087 date "2020-01-01" @default.
- W3106605087 modified "2023-09-27" @default.
- W3106605087 title "Catalytic Conversion of Nitriles by Metal Pincer Complexes" @default.
- W3106605087 cites W1928761229 @default.
- W3106605087 cites W1968225196 @default.
- W3106605087 cites W1972957600 @default.
- W3106605087 cites W1988892725 @default.
- W3106605087 cites W1994268591 @default.
- W3106605087 cites W1994628146 @default.
- W3106605087 cites W2003943583 @default.
- W3106605087 cites W2004273116 @default.
- W3106605087 cites W2008710702 @default.
- W3106605087 cites W2013711777 @default.
- W3106605087 cites W2018788692 @default.
- W3106605087 cites W2027324268 @default.
- W3106605087 cites W2042826640 @default.
- W3106605087 cites W2046101918 @default.
- W3106605087 cites W2047072586 @default.
- W3106605087 cites W2047494966 @default.
- W3106605087 cites W2055681163 @default.
- W3106605087 cites W2057479040 @default.
- W3106605087 cites W2068753769 @default.
- W3106605087 cites W2074984260 @default.
- W3106605087 cites W2083669920 @default.
- W3106605087 cites W2085788502 @default.
- W3106605087 cites W2086867858 @default.
- W3106605087 cites W2089785236 @default.
- W3106605087 cites W2093187763 @default.
- W3106605087 cites W2103099518 @default.
- W3106605087 cites W2104145624 @default.
- W3106605087 cites W2104685916 @default.
- W3106605087 cites W2114419242 @default.
- W3106605087 cites W2114752541 @default.
- W3106605087 cites W2119405370 @default.
- W3106605087 cites W2119912574 @default.
- W3106605087 cites W2131400546 @default.
- W3106605087 cites W2143241002 @default.
- W3106605087 cites W2152416571 @default.
- W3106605087 cites W2167218812 @default.
- W3106605087 cites W2169898926 @default.
- W3106605087 cites W2172004590 @default.
- W3106605087 cites W2172621823 @default.
- W3106605087 cites W2276769358 @default.
- W3106605087 cites W2312232079 @default.
- W3106605087 cites W2316125765 @default.
- W3106605087 cites W2317059881 @default.
- W3106605087 cites W2317363127 @default.
- W3106605087 cites W2318689383 @default.
- W3106605087 cites W2326187478 @default.
- W3106605087 cites W2326398752 @default.
- W3106605087 cites W2333875011 @default.
- W3106605087 cites W2334389172 @default.
- W3106605087 cites W2398505395 @default.
- W3106605087 cites W2405069116 @default.
- W3106605087 cites W2410021279 @default.
- W3106605087 cites W2464647111 @default.
- W3106605087 cites W2508285034 @default.
- W3106605087 cites W2541115510 @default.
- W3106605087 cites W2544727908 @default.
- W3106605087 cites W2564453477 @default.
- W3106605087 cites W2576971195 @default.
- W3106605087 cites W2607967529 @default.
- W3106605087 cites W2626399191 @default.
- W3106605087 cites W2738109458 @default.
- W3106605087 cites W2743533084 @default.
- W3106605087 cites W2754162728 @default.
- W3106605087 cites W2756433220 @default.
- W3106605087 cites W2760777285 @default.
- W3106605087 cites W2774172454 @default.
- W3106605087 cites W2786630066 @default.
- W3106605087 cites W2788542164 @default.
- W3106605087 cites W2790615449 @default.
- W3106605087 cites W2794678298 @default.
- W3106605087 cites W2803500279 @default.
- W3106605087 cites W2883666879 @default.
- W3106605087 cites W2888802719 @default.
- W3106605087 cites W2890369738 @default.
- W3106605087 cites W2895184803 @default.
- W3106605087 cites W2903065021 @default.
- W3106605087 cites W2907318745 @default.
- W3106605087 cites W2908817629 @default.
- W3106605087 cites W2935448389 @default.
- W3106605087 cites W2937337153 @default.
- W3106605087 cites W2939960529 @default.
- W3106605087 cites W2941428677 @default.
- W3106605087 cites W2941651130 @default.
- W3106605087 cites W2941867112 @default.
- W3106605087 cites W2949589324 @default.
- W3106605087 cites W2950394689 @default.
- W3106605087 cites W2950722177 @default.
- W3106605087 cites W2952283423 @default.
- W3106605087 cites W2966655968 @default.
- W3106605087 cites W2977765402 @default.
- W3106605087 cites W2982349521 @default.
- W3106605087 cites W2992633644 @default.