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今年诺贝尔化学奖实有关过渡金属催化的耦合反应,以下是Wikipedia的各种耦合反应,此奖一颁,其它人是没有希望了。
A coupling reaction in organic chemistry is a catch-all for a range of reactions in organometallic chemistry where two hydrocarbon fragments are coupled with the aid of a metal catalyst supported by suitable ligands.
Reaction | year | Reactant A | Reactant B | homo/cross | catalyst | remark | ||
Wurtz reaction | 1855 | R-X | sp³ | homo | Na | |||
Glaser coupling | 1869 | R-X | sp | homo | Cu | |||
Ullmann reaction | 1901 | R-X | sp² | homo | Cu | |||
Gomberg-Bachmann reaction | 1924 | R-N2X | sp² | homo | requires base | |||
Cadiot-Chodkiewicz coupling | 1957 | alkyne | sp | R-X | sp | cross | Cu | requires base |
Castro-Stephens coupling | 1963 | R-Cu | sp | R-X | sp² | cross | ||
Kumada coupling | 1972 | R-MgBr | sp², sp³ | R-X | sp² | cross | Pd or Ni | |
Heck reaction | 1972 | alkene | sp² | R-X | sp² | cross | Pd | requires base |
Sonogashira coupling | 1973 | alkyne | sp | R-X | sp³ sp² | cross | Pd and Cu | requires base |
Negishi coupling | 1977 | R-Zn-X | sp³, sp², sp | R-X | sp³ sp² | cross | Pd or Ni | |
Stille cross coupling | 1978 | R-SnR3 | sp³, sp², sp | R-X | sp³ sp² | cross | Pd | |
Suzuki reaction | 1979 | R-B(OR)2 | sp² | R-X | sp³ sp² | cross | Pd | requires base |
Hiyama coupling | 1988 | R-SiR3 | sp² | R-X | sp³ sp² | cross | Pd | requires base |
Buchwald-Hartwig reaction | 1994 | R2N-R SnR3 | sp | R-X | sp² | cross | Pd | N-C coupling, second generation free amine |
Fukuyama coupling | 1998 | RCO(SEt) | sp2 | R-Zn-I | sp3 | cross | Pd |
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