scholarly journals Beyond hydrogen bonding: recent trends of outer sphere interactions in transition metal catalysis

2021 ◽  
Author(s):  
Jonathan Trouvé ◽  
Rafael Gramage-Doria

The implementation of interactions beyond hydrogen bonding in the 2nd coordination sphere of transition metal catalysts is rare. However, it has already shown great promise in last 5 years, providing new tools to control the activity and selectivity as here reviewed.

2015 ◽  
Vol 44 (2) ◽  
pp. 433-448 ◽  
Author(s):  
Stefan H. A. M. Leenders ◽  
Rafael Gramage-Doria ◽  
Bas de Bruin ◽  
Joost N. H. Reek

This review discusses different strategies to provide transition metal catalysts with a second coordination sphere and the effect this has in catalysis.


Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2331-2336 ◽  
Author(s):  
Michael Hilinski ◽  
Shea Johnson ◽  
Logan Combee

Predictably site-selective catalytic methods for intermolecular C(sp3)–H hydroxylation and amination hold great promise for the synthesis and late-stage modification of complex molecules. Transition-metal catalysis has been the most common approach for early investigations of this type of reaction. In comparison, there are far fewer ­reports of organocatalytic methods for direct oxygen or nitrogen insertion into C–H bonds. Herein, we provide an overview of early efforts in this area, with particular emphasis on our own recent development of an iminium salt that catalyzes both oxygen and nitrogen insertion.1 Introduction2 Background: C–H Oxidation Capabilities of Heterocyclic Oxidants3 Oxaziridine-Mediated Catalytic Hydroxylation4 Dioxirane-Mediated Catalytic Hydroxylation5 Iminium Salt Catalysis of Hydroxylation and Amination6 Conclusion and Outlook


Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1695-1706 ◽  
Author(s):  
Yongming Deng ◽  
Qing-Qing Cheng ◽  
Michael Doyle

Asymmetric syntheses of six-membered ring heterocycles are important research targets not only in synthetic organic chemistry but also in pharmaceuticals. The [3+3]-cycloaddition methodology is a complementary strategy to [4+2] cycloaddition for the synthesis of heterocyclic compounds. Recent progress in [3+3]-cycloaddition processes provide powerful asymmetric methodologies for the construction of six-membered ring heterocycles with one to three heteroatoms in the ring. In this account, synthetic efforts during the past five years toward the synthesis of enantioenriched six-membered ring heterocycles through asymmetric [3+3] cycloaddition are reported. Asymmetric organocatalysis uses chiral amines, thioureas, phosphoric acids, or NHC catalysis to achieve high enantiocontrol. Transition-metal catalysts used as chiral Lewis acids to activate a dipolar species is an alternative approach. The most recent advance, chiral transition-metal-catalyzed reactions of enoldiazo compounds, has contributed toward the versatile and highly selective synthesis of six-membered heterocyclic compounds.1 Introduction2 Asymmetric Formal [3+3]-Cycloaddition Reactions by Organo­catalysis2.1 By Amino-Catalysis2.2 By N-Heterocyclic Carbenes2.3 By Bifunctional Tertiary Amine-thioureas2.4 By Chiral Phosphoric Acids3 Asymmetric Formal [3+3]-Cycloaddition Reactions by Transition-Metal Catalysis3.1 Copper Catalysis3.2 Other Transition-Metal Catalysis4 Asymmetric [3+3]-Cycloaddition Reactions of Enoldiazo Compounds4.1 Asymmetric [3+3]-Cycloaddition Reactions of Nitrones with Electrophilic Metallo-enolcarbene Intermediates4.2 Dearomatization in Asymmetric [3+3]-Cycloaddition Reactions of Enoldiazoacetates4.3 Asymmetric Stepwise [3+3]-Cycloaddition Reaction of Enoldiazoacetates with Hydrazones5 Summary and Outlook


2015 ◽  
Vol 2 (1) ◽  
pp. 6-21 ◽  
Author(s):  
Arno Behr ◽  
Andreas J. Vorholt ◽  
Thomas Seidensticker

ChemInform ◽  
2015 ◽  
Vol 46 (28) ◽  
pp. no-no
Author(s):  
Arno Behr ◽  
Andreas J. Vorholt ◽  
Thomas Seidensticker

2021 ◽  
Author(s):  
Pratheepkumar Annamalai ◽  
Ke‐Chien Liu ◽  
Satpal Singh Badsara ◽  
Chin‐Fa Lee

Sign in / Sign up

Export Citation Format

Share Document