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Diversity of Isomerization Patterns and Protolytic Forms in Aminocarbene PdII and PtII Complexes Formed upon Addition of N,N′-Diphenylguanidine to Metal-Activated Isocyanides

https://doi.org/10.1021/acs.organomet.7b00569

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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Molecular structure and association of diphenylguanidine in solution

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Carbene Complexes Derived from Metal‐Bound Isocyanides: Recent Advances

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Carbenes Made Easy: Formation of Unsymmetrically Substituted N‐Heterocyclic Carbene Complexes of Palladium(II), Platinum(II) and Gold(I) from Coordinated Isonitriles and their Catalytic Activity

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From Isonitriles to Unsaturated NHC Complexes of Gold, Palladium and Platinum

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Synthesis and Properties of Hydrazino Amino Acyclic Carbenes of Gold(I), Platinum(II), Palladium(II) and Rhodium(III)

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Bis(diisopropylamino)carbene

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When and How Do Diaminocarbenes Dimerize?

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A Fischer Carbene within an Arduengo Carbene

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Generating and Trapping Metalla‐N‐Heterocyclic Carbenes

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Template Synthesis, Metalation, and Self‐Assembly of Protic Gold(I)/(NHC)2 Tectons Driven by Metallophilic Interactions

inferredcites →https://doi.org/10.1002/aoc.2915openalex-snapshot

Chugaev‐type bis(acyclic diaminocarbenes) as a new ligand class for the palladium‐catalyzed Mizoroki–Heck reaction

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Facile Synthesis of Functionalized Carbene Metal Complexes from Coordinated Isonitriles

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15N‐NMR‐Studien der Tautomerie in N‐monosubstituierten Amidinen und in N,N′‐Diphenylguanidin

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An Alternative Approach to PEPPSI Catalysts: From Palladium Isonitriles to Highly Active Unsymmetrically Substituted PEPPSI Catalysts

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Quantum chemical calculations of the molecular structure of diphenylguanidine and experimental studies of its tautomerism in solution

inferredcites →https://doi.org/10.1007/s11172-013-0103-4openalex-snapshot

Coupling of C-amino aza-substituted heterocycles with an isocyanide ligand in palladium(ii) complex

inferredcites →https://doi.org/10.1016/0022-328x(90)87126-xopenalex-snapshot

Reactivity of cationic isocyanide iron(II) derivatives towards nucleophilic agents

inferredcites →https://doi.org/10.1016/j.ccr.2012.04.022openalex-snapshot

Acyclic diaminocarbenes (ADCs) as a promising alternative to N-heterocyclic carbenes (NHCs) in transition metal catalyzed organic transformations

inferredcites →https://doi.org/10.1016/j.jcat.2013.09.003openalex-snapshot

ADC-metal complexes as effective catalysts for hydrosilylation of alkynes

inferredcites →https://doi.org/10.1016/j.jcat.2015.06.001openalex-snapshot

Application of palladium complexes bearing acyclic amino(hydrazido)carbene ligands as catalysts for copper-free Sonogashira cross-coupling

inferredcites →https://doi.org/10.1016/j.jorganchem.2006.01.033openalex-snapshot

Structural investigations of metalcarbonyl complexes with acyclic diamino carbenes

inferredcites →https://doi.org/10.1016/j.molcata.2014.08.018openalex-snapshot

Palladium-ADC complexes as efficient catalysts in copper-free and room temperature Sonogashira coupling

inferredcites →https://doi.org/10.1016/s0010-8545(01)00358-7openalex-snapshot

Aminocarbene complexes derived from nucleophilic addition to isocyanide ligands

inferredcites →https://doi.org/10.1016/s0022-2860(98)00562-6openalex-snapshot

Stacking of six-membered aromatic rings in crystals

inferredcites →https://doi.org/10.1016/s0022-328x(02)01133-6openalex-snapshot

The first metal complexes of bis(diisopropylamino)carbene: synthesis, structure and ligand properties

inferredcites →https://doi.org/10.1016/s0022-328x(03)00754-xopenalex-snapshot

Metal complexes of acyclic diaminocarbenes: links between N-heterocyclic carbene (NHC)- and Fischer-carbene complexes

inferredcites →https://doi.org/10.1021/acs.organomet.5b00516openalex-snapshot

Synthesis of New Chiral Bidentate Isonitrile–Acyclic Diaminocarbene Palladium(II) Compounds and Their Catalytic Activity

inferredcites →https://doi.org/10.1021/acs.organomet.5b00936openalex-snapshot

Palladium(II)-Mediated Addition of Benzenediamines to Isocyanides: Generation of Three Types of Diaminocarbene Ligands Depending on the Isomeric Structure of the Nucleophile

inferredcites →https://doi.org/10.1021/acs.organomet.6b00023openalex-snapshot

Synthesis of Different Classes of Six-Membered Gold(I) NHC Complexes by the Isonitrile Route

inferredcites →https://doi.org/10.1021/acs.organomet.6b00144openalex-snapshot

Synthesis and Simple Immobilization of Palladium(II) Acyclic Diaminocarbene Complexes on Polystyrene Support as Efficient Catalysts for Sonogashira and Suzuki–Miyaura Cross-Coupling

inferredcites →https://doi.org/10.1021/acs.organomet.7b00009openalex-snapshot

Base-Promoted Transmetalation Reactions of Protic N-Heterocyclic Carbenes and Acyclic Diamino Carbenes from MnI to AuI: A Mechanistic Study

inferredcites →https://doi.org/10.1021/cr500380dopenalex-snapshot

Metal-Mediated and Metal-Catalyzed Reactions of Isocyanides

inferredcites →https://doi.org/10.1021/cr800549jopenalex-snapshot

Stable Noncyclic Singlet Carbenes

inferredcites →https://doi.org/10.1021/cs300300yopenalex-snapshot

Acyclic Aminocarbenes in Catalysis

inferredcites →https://doi.org/10.1021/ic00274a020openalex-snapshot

Transition-metal-promoted cyclization reactions of isocyanide ligands. Synthesis of cyclic diaminocarbenes from isocyanide complexes of palladium(II) and platinum(II) and x-ray structure of cis-Br2Pt[CN(C6H4-p-Me)CH2CH2N(H)](PPh3)

inferredcites →https://doi.org/10.1021/ic00289a014openalex-snapshot

Reactions of aziridine, thiirane, and oxirane with isocyanide ligands in complexes of palladium(II) and platinum(II): syntheses of neutral five-membered cyclic diamino-, aminothio-, and aminooxycarbene compounds

inferredcites →https://doi.org/10.1021/ic4028145openalex-snapshot

Synthesis, Characterization, and Photophysical Study of Luminescent Rhenium(I) Diimine Complexes with Various Types of N-Heterocyclic Carbene Ligands

inferredcites →https://doi.org/10.1021/ic50091a013openalex-snapshot

Synthesis and reactivity of novel palladium(II)-isocyanide complexes

inferredcites →https://doi.org/10.1021/ic702483wopenalex-snapshot

Novel Tailoring Reaction for Two Adjacent Coordinated Nitriles Giving Platinum 1,3,5-Triazapentadiene Complexes

inferredcites →https://doi.org/10.1021/ic802109dopenalex-snapshot

A Novel Reactivity Mode for Metal-Activated Dialkylcyanamide Species: Addition ofN,N′-Diphenylguanidine to acis-(R2NCN)2PtIICenter Giving an Eight-Membered Chelated Platinaguanidine

inferredcites →https://doi.org/10.1021/j100785a001openalex-snapshot

van der Waals Volumes and Radii

inferredcites →https://doi.org/10.1021/ja011761kopenalex-snapshot

Electron Delocalization in Acyclic andN-Heterocyclic Carbenes and Their Complexes: A Combined Experimental and Theoretical Charge-Density Study

inferredcites →https://doi.org/10.1021/ja038973xopenalex-snapshot

Basicity of Nucleophilic Carbenes in Aqueous and Nonaqueous SolventsTheoretical Predictions

inferredcites →https://doi.org/10.1021/ja0393325openalex-snapshot

Mono- and Diaminocarbenes from Chloroiminium and -amidinium Salts: Synthesis of Metal-Free Bis(dimethylamino)carbene

inferredcites →https://doi.org/10.1021/jacs.6b09133openalex-snapshot

Difference in Energy between Two Distinct Types of Chalcogen Bonds Drives Regioisomerization of Binuclear (Diaminocarbene)PdII Complexes

inferredcites →https://doi.org/10.1021/jp953141+openalex-snapshot

Intermolecular Nonbonded Contact Distances in Organic Crystal Structures: Comparison with Distances Expected from van der Waals Radii

inferredcites →https://doi.org/10.1021/om00119a015openalex-snapshot

Synthesis, structural properties, and reaction chemistry of hydrido alkyl diaminocarbene complexes of platinum(II). Cleavage of the metal-carbene and metal-alkyl bonds and synthesis of formamidines and cis hydrido carbene derivatives

inferredcites →https://doi.org/10.1021/om0341451openalex-snapshot

Density Functional Study of N-Heterocyclic and Diamino Carbene Complexes: Comparison with Phosphines

inferredcites →https://doi.org/10.1021/om050786fopenalex-snapshot

Modular Chelated Palladium Diaminocarbene Complexes: Synthesis, Characterization, and Optimization of Catalytic Suzuki−Miyaura Cross-Coupling Activity by Ligand Modification

inferredcites →https://doi.org/10.1021/om100841jopenalex-snapshot

Phosphine-Tethered Carbene Ligands: Template Synthesis and Reactivity of Cyclic and Acyclic Functionalized Carbenes

inferredcites →https://doi.org/10.1021/om101041gopenalex-snapshot

Substituent R-Dependent Regioselectivity Switch in Nucleophilic Addition ofN-Phenylbenzamidine to PdII- and PtII-Complexed Isonitrile RN≡C Giving Aminocarbene-Like Species

inferredcites →https://doi.org/10.1021/om200141sopenalex-snapshot

From Isonitriles to Carbenes: Synthesis of New NAC− and NHC−Palladium(II) Compounds and Their Catalytic Activity

inferredcites →https://doi.org/10.1021/om2002574openalex-snapshot

Novel Reactivity Mode of Metal Diaminocarbenes: Palladium(II)-Mediated Coupling between Acyclic Diaminocarbenes and Isonitriles Leading to Dinuclear Species

inferredcites →https://doi.org/10.1021/om2008919openalex-snapshot

Efficient One-Pot Synthesis of Unsymmetrical Gold(I) N-Heterocyclic Carbene Complexes and Their Use as Catalysts

inferredcites →https://doi.org/10.1021/om300201sopenalex-snapshot

Synthesis of Palladium(II), -(III), and -(IV) Complexes with Acyclic Diaminocarbene Ligands

inferredcites →https://doi.org/10.1021/om3006454openalex-snapshot

Divergent Reactivity of Mixed-Ligand Manganese(I) Carbonyl–Isocyanide Complexes toward Primary Amines

inferredcites →https://doi.org/10.1021/om4007592openalex-snapshot

ADC-Based Palladium Catalysts for Aqueous Suzuki–Miyaura Cross-Coupling Exhibit Greater Activity than the Most Advantageous Catalytic Systems

inferredcites →https://doi.org/10.1021/om7007925openalex-snapshot

Synthesis and Study of the First N-Aryl Acyclic Diaminocarbene and Its Transition-Metal Complexes

inferredcites →https://doi.org/10.1021/om700866popenalex-snapshot

Reversible Chelate Ring Opening of a Sterically Crowded Palladium Bis(acyclic diaminocarbene) Complex

inferredcites →https://doi.org/10.1021/om900682vopenalex-snapshot

Novel Metal-Mediated (M = Pd, Pt) Coupling between Isonitriles and Benzophenone Hydrazone as a Route to Aminocarbene Complexes Exhibiting High Catalytic Activity (M = Pd) in the Suzuki−Miyaura Reaction

inferredcites →https://doi.org/10.1021/om9008718openalex-snapshot

Olefin Metathesis Catalysts Containing Acyclic Diaminocarbenes

inferredcites →https://doi.org/10.1021/om901026mopenalex-snapshot

Nitrogen Acyclic Gold(I) Carbenes: Excellent and Easily Accessible Catalysts in Reactions of 1,6-Enynes

inferredcites →https://doi.org/10.1023/a:1020328830536openalex-snapshot

Association of Diphenylguanidine and Quantum-Chemical Calculations of the Structure of Its Cyclic Dimers

inferredcites →https://doi.org/10.1039/b409112dopenalex-snapshot

Bis(diethylamino)carbene and the mechanism of dimerisation for simple diaminocarbenes

inferredcites →https://doi.org/10.1039/b703769dopenalex-snapshot

One-step assembly of a chiral palladium bis(acyclic diaminocarbene) complex and its unexpected oxidation to a bis(amidine) complex

inferredcites →https://doi.org/10.1039/b704980copenalex-snapshot

Towards quantitative analysis of intermolecular interactions with Hirshfeld surfaces

inferredcites →https://doi.org/10.1039/b818330aopenalex-snapshot

Hirshfeld surface analysis

inferredcites →https://doi.org/10.1039/c3dt51335aopenalex-snapshot

Metal-mediated coupling of a coordinated isocyanide and indazoles

inferredcites →https://doi.org/10.1039/dt9940000407openalex-snapshot

Nucleophilic attack at co-ordinated isocyanides promoted by the 2-pyridyl ligand

inferredcites →https://doi.org/10.1039/p298700000s1openalex-snapshot

Tables of bond lengths determined by X-ray and neutron diffraction. Part 1. Bond lengths in organic compounds

inferredcites →https://doi.org/10.1071/ch13546openalex-snapshot

Simple Synthesis of New Mixed Isocyanide-NHC-Platinum(ii) Complexes and Their Catalytic Activity

inferredcites →https://doi.org/10.1107/s0021889807029238openalex-snapshot

SUPERFLIP – a computer program for the solution of crystal structures by charge flipping in arbitrary dimensions

inferredcites →https://doi.org/10.1107/s0021889808042726openalex-snapshot

OLEX2 : a complete structure solution, refinement and analysis program

inferredcites →https://doi.org/10.1107/s0108270190011222openalex-snapshot

Quasi-one-dimensional structure of cis-dichlorobis(2,6-dimethylphenyl isocyanide)palladium(II), [Pd{2,6-(CH3)2C6H3NC}2Cl2]

inferredcites →https://doi.org/10.1107/s0567740881007590openalex-snapshot

Structure of cis-dichlorobis(cyclohexyl isocyanide)palladium(II)

inferredcites →https://doi.org/10.1107/s2053229614024218openalex-snapshot

Crystal structure refinement with SHELXL

inferredcites →https://doi.org/10.1134/s1070363206110089openalex-snapshot

Acid-base equilibria in solutions of polyacid bases (model and experiment): I. Thermodynamic dissociation constants of protonated mono- and diacid bases

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Definition of the hydrogen bond (IUPAC Recommendations 2011)

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Nomenclature of Inorganic Chemistry – IUPAC Recommendations 2005

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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Stable and Persistent Acyclic Diaminocarbenes with Cycloalkyl Substituents and Their Transformation to β‐Lactams by Uncatalysed Carbonylation with CO

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Metal‐(Acyclic Diaminocarbene) Complexes Demonstrate Nanomolar Antiproliferative Activity against Triple‐Negative Breast Cancer

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inferred← citeshttps://doi.org/10.1016/j.ccr.2019.213014openalex-snapshot

Reactivity of acyclic diaminocarbene ligands

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Reaction of coordinated isocyanides with substituted N-(2-pyridyl) ureas as a route to new cyclometallated Pd(II) complexes

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1D NOESY study of bicalutamide conformations in a supercritical CO2

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Ligation-Enhanced π-Hole···π Interactions Involving Isocyanides: Effect of π-Hole···π Noncovalent Bonding on Conformational Stabilization of Acyclic Diaminocarbene Ligands

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Phosphorescent Iridium(III) Complexes with Acyclic Diaminocarbene Ligands as Chemosensors for Mercury

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