RLCP 6.10.-.- :EzCatDB EzCatDB

R L C P
Hierarchic Classification of Catalytic Mechanisms


R 6.-.-.- : Exchange of double-bonded atoms (Schiff-base related reaction) (Reaction)

L 6.10.-.- : Carbonyl oxygen to Schiff-base nitrogen (Schiff-base formation; dehydration) (Ligand group involved)

Catalytic mechanisms

  • 6.10.82600.- : Acid-Base-Acid/Modulator; Substituted group attacks on double-bond partner atom; Acid protonation to leaving group; Formation of tetrahedral intermediate; Base deprotonation of substituted group; Lone pair on nucleophile attacks again on double-bond partner atom & 2nd Acid protonation to leaving group; Organic-cofactor-assisted reaction

  • 6.10.85210.- : Base/Acid/Modulator; Base-activated substituted group attacks on double-bond partner atom; Acid protonation to leaving group; Formation of tetrahedral intermediate; 2nd base deprotonation of substituted group; Lone pair on nucleophile attacks again on double-bond partner atom; Proton transfer from protonated base to deprotonated acid through cofactor/modulator and water; Organic-cofactor-assisted reaction

  • 6.10.398000.- : Nucleophile/Acid-Base-Modulator-Stabilizer; Modulator-assisted nucleophile attacks on double-bond partner atom; Formation of tetrahedral transition-state; Transition-state stabilized; 1st general acid protonates tetrahedral transition-state; Base deprotonates 2nd Nucleophile; Lone-pair of 2nd Nucleophile attacks on center atom of tetrahedral intermediate; 2nd acid protonates leaving group leading to elimination of leaving group; SN2 & E2

  • 6.10.400000.- : Nucleophile/Base-Acid/Stabilizer-Modulator; Base activation of nucleophile through a modulated water; activated nucleophile attacks on double-bond partner atom; Stabilization of tetrahedral intermediate; Proton transfer from Nucleophile to leaving group through water; Acid protonation to leaving group

  • 6.10.400200.- : Nucleophile-Acid/Base-Acid-Stabilizer; Base-activated nucleophile attacks on double-bond partner atom; Formation of tetrahedral intermediate; Nucleophile also acts as 1st general acid to protonate leaving group; 2nd Acid protonates leaving group

  • 6.10.400600.- : Nucleophile/Base-Acid/Modulator; Modulator-assisted base activation of nucleophile; nucleophile attacks on double-bonded partner atom; Acid-Base transfers proton from the nucleophile to leaving group; Acid protonation to leaving group completing reaction

  • 6.10.431300.- : Nucleophile/Substrate-assisted-Acid-Base-Stabilizer; nucleophile attacks on double-bond partner atom; Formation of tetrahedral transition-state; Transition-state stabilized; 1st substrate-acid protonates tetrahedral transition-state; Substrate-base deprotonates 2nd Nucleophile; Lone-pair of 2nd Nucleophile attacks on center atom of tetrahedral intermediate; 2nd substrate-acid protonates leaving group leading to elimination of leaving group; SN2 & E2

  • 6.10.445000.- : Nucleophile-Acid/Stabilizer; Nucleophile attacks on double-bond partner atom; Formation of tetrahedral intermediate; Nucleophile also acts as 1st general acid to protonate leaving group; Same acid protonates leaving group leading to elimination of leaving group; Indirect stabilization

  • 6.10.448000.- : Nucleophile-Acid/Acid/Modulator; Nucleophile attacks on double-bond partner atom; Formation of tetrahedral intermediate; Nucleophile also acts as 1st general acid to protonate leaving group; A second acid protonates leaving group leading to elimination of leaving group

    • Copyright: Nozomi Nagano, JST & CBRC-AIST
    Funded by PRESTO/Japan Science and Technology Agency (JST) (December 2001 - November 2004)
    Funded by Grant-in-Aid for Publication of Scientific Research Results/Japan Society for the Promotion of Science (JSPS) (April 2005 - March 2006)
    Funded by Grant-in-Aid for Scientific Research (B)/Japan Society for the Promotion of Science (JSPS) (April 2005 - March 2008)
    Funded by BIRD/Japan Science and Technology Agency (JST) (September 2005 - September 2008)
    Funded by BIRD/Japan Science and Technology Agency (JST) (October 2007 - September 2010)
    Funded by Grant-in-Aid for Publication of Scientific Research Results/Japan Society for the Promotion of Science (JSPS) (April 2011 - March 2012)
    Funded by Grant-in-Aid for Publication of Scientific Research Results/Japan Society for the Promotion of Science (JSPS) (April 2012 - March 2013)
    Supported by the commission for the Development of Artificial Gene Synthesis Technology for Creating Innovative Biomaterial from the Ministry of Economy, Trade and Industry (METI) (October 2012 - March 2016)
    Funded by the project commissioned by the New Energy and Industrial Technology Development Organization (NEDO) (April 2016 -)