NDLI: Interplay between Acetate Ions, Peripheral Groups, and Reactivity of the Core Nitrogens in Transmetalation of Tetrapyrroles

Please wait, while we are loading the content...

Year: 2017 Volume: 23

Year: 2016 Volume: 22

Year: 2015 Volume: 21

Year: 2014 Volume: 20

Year: 2013 Volume: 19

Year: 2012 Volume: 18

Year: 2011 Volume: 17

Year: 2010 Volume: 16

Year: 2009 Volume: 15

Year: 2008 Volume: 14

Year: 2008 Volume: 14 Issue: 36

Year: 2008 Volume: 14 Issue: 35

Year: 2008 Volume: 14 Issue: 34

Year: 2008 Volume: 14 Issue: 33

Year: 2008 Volume: 14 Issue: 32

Year: 2008 Volume: 14 Issue: 31

Year: 2008 Volume: 14 Issue: 30

Chemical Defence Strategies of Higher Fungi

Interplay between Acetate Ions, Peripheral Groups, and Reactivity of the Core Nitrogens in Transmetalation of Tetrapyrroles

Combination of Lacunary Polyoxometalates and High-Nuclear Transition Metal Clusters under Hydrothermal Conditions: IX. A Series of Novel Polyoxotungstates Sandwiched by Octa-Copper Clusters

Metal-Free and $Pd^{II}-Promoted$ [2+3] Cycloadditions of a Cyclic Nitrone to Phthalonitriles: Syntheses of Oxadiazolines as well as $Phthalamide–Pd^{II}$ and $Dihydropyrrolyl-iminoisoindolinone–Pd^{II}$ Complexes with High Catalytic Activity in Suzuki–Miyaura Cross-Coupling Reactions

Strength Enhancement of Nanostructured Organogels through Inclusion of Phthalocyanine-Containing Complementary Organogelator Structures and In Situ Cross-Linking by Click Chemistry

Long-Alkyl-Chain Quaternary Ammonium Lactate Based Ionic Liquids

Enantioselective Synthesis of [7]Helicene: Dramatic Effects of Olefin Additives and Aromatic Solvents in Asymmetric Olefin Metathesis

Heterogeneous Gold Catalysts for Efficient Access to Functionalized Lactones

Cationic Metal–Corrole Complexes: Design, Synthesis, and Properties of Guanine-Quadruplex Stabilizers

Cyclophane-Type Imidazolium Salts with Planar Chirality as a New Class of N-Heterocyclic Carbene Precursors

Predicting Reactivity and Stereoselectivity in the Nazarov Reaction: A Combined Computational and Experimental Study

New Layered Rare-Earth Hydroxides with Anion-Exchange Properties

On the Mechanism of d–f Energy Transfer in $Ru^{II}/Ln^{III}$ and $Os^{II}/Ln^{III}$ Dyads: Dexter-Type Energy Transfer Over a Distance of 20 Å

An Enolisable Barbiturate with Adjustable Hydrogen-Bonding Structure for UV/Vis Detection of Nucleic Acid Bases and Related Compounds

Theoretical Insights into Enantioselective Catalysis: The Mechanism of the Kharasch–Sosnovsky Reaction

Aldol Reactions between L-Erythrulose Derivatives and Chiral α-Amino and α-Fluoro Aldehydes: Competition between Felkin–Anh and Cornforth Transition States

Reactions of 16e CpCo Half-Sandwich Complexes Containing a Chelating 1,2-Dicarba-closo-dodecaborane-1,2-dichalcogenolate Ligand with Ethynylferrocene and Dimethyl $Acetylenedicarboxylate^{†}$

Amino Acid-Catalyzed Cascade [3+2]-Cycloaddition/Hydrolysis Reactions Based on the Push–Pull Dienamine Platform: Synthesis of Highly Functionalized NH-1,2,3-Triazoles

A Base-Labile Group for 2′-OH Protection of Ribonucleosides: A Major Challenge for RNA Synthesis

Organocatalytic Enantioselective Synthesis of Highly Functionalized Polysubstituted Pyrrolidines

Reactions of Uranium Atoms with Ammonia: Infrared Spectra and Quasi-Relativistic Calculations of the $U:NH_{3},$ $H_{2}NUH,$ and $HNUH_{2}$ Complexes

Highly Phosphorylated Core Oligosaccaride Structures from Cold-Adapted Psychromonas arctica

Is the Hoveyda–Grubbs Complex a Vinylogous Fischer-Type Carbene? Aromaticity-Controlled Activity of Ruthenium Metathesis Catalysts

A Convergent Approach to Biocompatible Polyglycerol “Click” Dendrons for the Synthesis of Modular Core–Shell Architectures and Their Transport Behavior

Stereoselective Synthesis of L-Guluronic Acid Alginates

Novel Guanidine-Containing Molecular Transporters Based on Lactose Scaffolds: Lipophilicity Effect on the Intracellular Organellar Selectivity

Ground Spin State Changes and 3 D Networks of Exchange Coupled $[Mn^{III}_{3}]$ Single-Molecule Magnets

Electrochemical Functionalization of Carbon Surfaces by Aromatic Azide or Alkyne Molecules: A Versatile Platform for Click Chemistry

Unprecedented consecutive, competitive nucleophilic addition to construct densely functionalized propargylic alcohols.

One-Pot Synthesis of Fused Tricyclic Heterocycles with Quaternary Carbon Stereocenter by Sequential Pauson–Khand Reaction and Formal [3+3] Cycloaddition

A Gold-Catalyzed Entry into the Sesquisabinene and Sesquithujene Families of Terpenoids and Formal Total Syntheses of Cedrene and Cedrol

Transfer of Supramolecular Chirality in Block Copoly(thiophene)s

A new method for the rapid synthesis of water stable superparamagnetic nanoparticles.

A Dinuclear Iron Complex Based on Parallel Malonate Binding Sites: Cooperative Activation of Dioxygen and Biomimetic Ligand Oxidation

New Benzo[h]quinoline-Based Ligands and their Pincer Ru and Os Complexes for Efficient Catalytic Transfer Hydrogenation of Carbonyl Compounds

Switchable nanoassemblies from macroions and multivalent dye counterions.

Investigation of a Possible Solvent Cage Effect in the Reduction of 4-Aminocyclohexanone by a Hydroxycyclopentadienyl Ruthenium Hydride

Mechanism of the Palladium-Catalyzed Carbohydroxylation of Allene-Substituted Conjugated Dienes: Rationalization of the Recently Observed Nucleophilic Attack by Water on a (π-Allyl)palladium Intermediate

Year: 2008 Volume: 14 Issue: 29

Year: 2008 Volume: 14 Issue: 28

Year: 2008 Volume: 14 Issue: 27

Year: 2008 Volume: 14 Issue: 26

Year: 2008 Volume: 14 Issue: 25

Year: 2008 Volume: 14 Issue: 24

Year: 2008 Volume: 14 Issue: 23

Year: 2008 Volume: 14 Issue: 22

Year: 2008 Volume: 14 Issue: 21

Year: 2008 Volume: 14 Issue: 20

Year: 2008 Volume: 14 Issue: 19

Year: 2008 Volume: 14 Issue: 18

Year: 2008 Volume: 14 Issue: 17

Year: 2008 Volume: 14 Issue: 16

Year: 2008 Volume: 14 Issue: 15

Year: 2008 Volume: 14 Issue: 14

Year: 2008 Volume: 14 Issue: 13

Year: 2008 Volume: 14 Issue: 12

Year: 2008 Volume: 14 Issue: 11

Year: 2008 Volume: 14 Issue: 10

Year: 2008 Volume: 14 Issue: 9

Year: 2008 Volume: 14 Issue: 8

Year: 2008 Volume: 14 Issue: 7

Year: 2008 Volume: 14 Issue: 6

Year: 2008 Volume: 14 Issue: 5

Year: 2008 Volume: 14 Issue: 4

Year: 2008 Volume: 14 Issue: 3

Year: 2008 Volume: 14 Issue: 2

Year: 2008 Volume: 14 Issue: 1

Year: 2007 Volume: 13

Year: 2006 Volume: 12

Year: 2005 Volume: 11

Year: 1997 Volume: 3

Interplay between Acetate Ions, Peripheral Groups, and Reactivity of the Core Nitrogens in Transmetalation of Tetrapyrroles

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Stochel, Grazyna Kania, Agnieszka Wolak, Maria Orzel, Lukasz Fiedor, Leszek Van Eldik, Rudi
Description	Author Affiliation: Orzel L ( Inorganic Chemistry, Department of Chemistry and Pharmacy, University of Erlangen-Nürnberg, Egerlandstrasse 1, 91058 Erlangen, Germany.)
Abstract	The mechanism of acetate-assisted transmetalation of tetrapyrroles was investigated in a model system consisting of chlorophyll a and copper(II) acetate in organic solvents by using a spectroscopic and kinetic approach. Surprisingly, acetate ions bind to the central Mg in chlorophyll much more strongly than do acetonitrile, methanol and even pyridine, one of the best ligands in chlorophyllic systems. This exceptionally strong non-symmetrical axial ligation of the central Mg by acetate causes its out-of-plane displacement and deformation of the tetrapyrrole ring, thus facilitating the interaction with an incoming $Cu^{II}$ complex. This mechanism is controlled by a keto–enol tautomerism of the chlorophyll isocyclic ring. Additionally, depending on solvent, acetate activates the incoming metal ions. These new insights allow to suggest a mechanism for the acetate method of metal exchange in tetrapyrrolic macrocycles, which resembles biological insertion of metal ions into porphyrins. It also provides a guideline for the design of more efficient methods for the metalation of porphyrins and related macrocycles.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	30
Volume Number	14
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2008-01-01
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Acetates Chemistry Nitrogen Tetrapyrroles Chlorophyll Copper Ethanol Isomerism Kinetics Magnesium Pyridines Quaternary Ammonium Compounds Solvents Spectrophotometry Titrimetry Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

Central Library (ISO-9001:2015 Certified)
Indian Institute of Technology Kharagpur
Kharagpur, West Bengal, India | PIN - 721302

See location in the Map
03222 282435
Mail: support@ndl.gov.in

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in