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• W2086169815 endingPage "5594" @default.
• W2086169815 startingPage "5586" @default.
• W2086169815 abstract "The detailed mechanism for the diboration of aldehydes catalyzed by (NHC)Cu(boryl) complexes (NHC = N-heterocyclic carbene) was studied with the aid of DFT by calculating the relevant intermediates and transition states. The results show that the catalyzed diboration occurs through aldehyde insertion into Cu−B to give a Cu−O−C(boryl) species followed by σ-bond metathesis with a diboron reagent. It is the “electron-richness”, that is, the nucleophilicity of the Cu−boryl bond, which gives rise to a small insertion barrier and determines the direction of insertion. The results of our calculations also explain the formation of the product, observed experimentally, from the stoichiometric reaction of (IPr)Cu-Bpin (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) with mesitylaldehyde. In the absence of a diboron reagent, the insertion intermediate having a Cu−O−C(boryl) linkage isomerizes to the thermodynamically preferred Cu−C−O(boryl) isomer via a boryl migration to the metal-bonded oxygen through an SE2-like transition state. We have also studied the catalyzed diboration of 2-pyridinecarboxaldehyde, which gives the unexpected reductive coupling product 1,2-di-2-pyridyl-1,2-bis(pinacolboroxy)ethane. The insertion intermediate, which contains a coordinated pyridyl group, isomerizes easily to a 1,2-dihydropyridine form, preventing its metathesis with a diboron reagent to give the expected diboration product as observed for other aldehyde substrates." @default.
• W2086169815 created "2016-06-24" @default.
• W2086169815 creator A5019468537 @default.
• W2086169815 creator A5031741553 @default.
• W2086169815 creator A5052787818 @default.
• W2086169815 creator A5054639075 @default.
• W2086169815 date "2008-03-29" @default.
• W2086169815 modified "2023-10-17" @default.
• W2086169815 title "DFT Studies on the Mechanism of the Diboration of Aldehydes Catalyzed by Copper(I) Boryl Complexes" @default.
• W2086169815 cites W1617581539 @default.
• W2086169815 cites W1953015072 @default.
• W2086169815 cites W1964058519 @default.
• W2086169815 cites W1964288777 @default.
• W2086169815 cites W1964324272 @default.
• W2086169815 cites W1966203171 @default.
• W2086169815 cites W1969676465 @default.
• W2086169815 cites W1971275758 @default.
• W2086169815 cites W1976425696 @default.
• W2086169815 cites W1977462067 @default.
• W2086169815 cites W1977556767 @default.
• W2086169815 cites W1978000410 @default.
• W2086169815 cites W1978762043 @default.
• W2086169815 cites W1983026194 @default.
• W2086169815 cites W1984165799 @default.
• W2086169815 cites W1984614201 @default.
• W2086169815 cites W1985756525 @default.
• W2086169815 cites W1985890785 @default.
• W2086169815 cites W1986600772 @default.
• W2086169815 cites W1991139666 @default.
• W2086169815 cites W1992173555 @default.
• W2086169815 cites W1992833621 @default.
• W2086169815 cites W1997151511 @default.
• W2086169815 cites W1998085580 @default.
• W2086169815 cites W2001388208 @default.
• W2086169815 cites W2002629749 @default.
• W2086169815 cites W2003720958 @default.
• W2086169815 cites W2005405351 @default.
• W2086169815 cites W2007814814 @default.
• W2086169815 cites W2007909299 @default.
• W2086169815 cites W2010063460 @default.
• W2086169815 cites W2015516088 @default.
• W2086169815 cites W2017752308 @default.
• W2086169815 cites W2018823964 @default.
• W2086169815 cites W2022337073 @default.
• W2086169815 cites W2023271753 @default.
• W2086169815 cites W2025195522 @default.
• W2086169815 cites W2030974211 @default.
• W2086169815 cites W2032515355 @default.
• W2086169815 cites W2032762412 @default.
• W2086169815 cites W2038114490 @default.
• W2086169815 cites W2042939658 @default.
• W2086169815 cites W2045444647 @default.
• W2086169815 cites W2046916084 @default.
• W2086169815 cites W2046939565 @default.
• W2086169815 cites W2054961620 @default.
• W2086169815 cites W2055038212 @default.
• W2086169815 cites W2059231094 @default.
• W2086169815 cites W2060456489 @default.
• W2086169815 cites W2060493002 @default.
• W2086169815 cites W2060835560 @default.
• W2086169815 cites W2061130642 @default.
• W2086169815 cites W2062258847 @default.
• W2086169815 cites W2064021226 @default.
• W2086169815 cites W2064308089 @default.
• W2086169815 cites W2066433440 @default.
• W2086169815 cites W2067701299 @default.
• W2086169815 cites W2068447673 @default.
• W2086169815 cites W2073090551 @default.
• W2086169815 cites W2075381847 @default.
• W2086169815 cites W2077456818 @default.
• W2086169815 cites W2077685191 @default.
• W2086169815 cites W2078932793 @default.
• W2086169815 cites W2079071600 @default.
• W2086169815 cites W2082323169 @default.
• W2086169815 cites W2089021470 @default.
• W2086169815 cites W2089759714 @default.
• W2086169815 cites W2090789897 @default.
• W2086169815 cites W2092237206 @default.
• W2086169815 cites W2095474273 @default.
• W2086169815 cites W2105000835 @default.
• W2086169815 cites W2107768972 @default.
• W2086169815 cites W2109726612 @default.
• W2086169815 cites W2118979819 @default.
• W2086169815 cites W2119537222 @default.
• W2086169815 cites W2120487279 @default.
• W2086169815 cites W2123132047 @default.
• W2086169815 cites W2126703823 @default.
• W2086169815 cites W2132946688 @default.
• W2086169815 cites W2133331522 @default.
• W2086169815 cites W2137377828 @default.
• W2086169815 cites W2138079813 @default.
• W2086169815 cites W2139846063 @default.
• W2086169815 cites W2143966860 @default.
• W2086169815 cites W2143981217 @default.
• W2086169815 cites W2144272294 @default.
• W2086169815 cites W2148284063 @default.
• W2086169815 cites W2150411284 @default.
• W2086169815 cites W2162427178 @default.

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