4.8 Article

Direct Observation of the Dynamics of Ylide Solvation by Hydrogen-bond Donors Using Time-Resolved Infrared Spectroscopy

Related references

Note: Only part of the references are listed.
Review Chemistry, Multidisciplinary

Recent Perspectives on Rearrangement Reactions of Ylides via Carbene Transfer Reactions

Sripati Jana et al.

Summary: Sigmatropic rearrangements, known for over a century, have recently been increasingly utilized in organic synthesis through carbene transfer reactions. These processes involve sigma-bond cleavage, formation of a new bond between pi-bond and negatively charged atom, and redistribution of pi-electrons. Recent advances in this research area have led to the development of metal-catalyzed enantioselective sigmatropic rearrangements, metal-free photochemical rearrangements, and novel reaction pathways utilizing ylide intermediates.

CHEMISTRY-A EUROPEAN JOURNAL (2021)

Article Chemistry, Multidisciplinary

Detection of Ylide Formation between an Alkylidenecarbene and Acetonitrile by Femtosecond Transient Absorption Spectroscopy

Sujan K. Sarkar et al.

Summary: Femtosecond laser flash photolysis of 3-(1a,9b-dihydro-1H-cyclopropa[l]phenanthren-1-ylidene)tetrahydrofuran produces a singlet 3-oxacyclopentylidenecarbene which reacts with acetonitrile solvent to form an ylide. This new type of ylide has a broad absorption band in the visible region with lambda(max) around 450 nm and a lifetime of approximately 13.5 ps.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Multidisciplinary

Lightening Diazo Compounds?

Jakub Durka et al.

Summary: Diazo compounds are valuable reagents in organic synthesis, and their photochemical reactions under visible light irradiation offer sustainable and efficient alternatives to transition metal catalysis. These reactions have shown promising applications in various transformations, highlighting a potential future direction for greener synthetic methodologies.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2021)

Article Chemistry, Physical

A DFT study on protic solvent assisted tautomerization of heterocyclic thiocarbonyls

Elambalassery G. Jayasree et al.

CHEMICAL PHYSICS (2020)

Article Chemistry, Organic

A Close Look to the Oxaphosphetane Formation along the Wittig Reaction: A [2+2] Cycloaddition?

Eduardo Chamorro et al.

JOURNAL OF ORGANIC CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Direct Observation of Ylide and Enol Intermediates Formed in Competition with Wolff Rearrangement of Photoexcited Ethyl Diazoacetoacetate

Ryan Phelps et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Physical

Comprehensive Benchmark Results for the Accuracy of Basis Sets for Anharmonic Molecular Vibrations

Hrishit Mitra et al.

JOURNAL OF PHYSICAL CHEMISTRY A (2020)

Article Chemistry, Organic

How Protic Solvents Determine the Reaction Mechanisms of Diphenylcarbene in Solution

Johannes Knorr et al.

JOURNAL OF ORGANIC CHEMISTRY (2019)

Article Chemistry, Organic

Dissection of the Mechanism of the Wittig Reaction

Paola Farfan et al.

JOURNAL OF ORGANIC CHEMISTRY (2019)

Review Chemistry, Organic

Kinetic solvent effects in organic reactions

Belinda L. Slakman et al.

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY (2019)

Review Chemistry, Multidisciplinary

Origins of complex solvent effects on chemical reactivity and computational tools to investigate them: a review

Jithin John Varghese et al.

REACTION CHEMISTRY & ENGINEERING (2019)

Review Chemistry, Organic

Recent developments in photochemical reactions of diazo compounds

Lukasz W. Ciszewski et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2019)

Article Chemistry, Multidisciplinary

Solvent-dependent, rhodium catalysed rearrangement reactions of sulfur ylides

Zhen Yang et al.

CHEMICAL COMMUNICATIONS (2019)

Article Chemistry, Physical

Investigation of solvent effects on the hydrodeoxygenation of guaiacol over Ru catalysts

Mohammad Saleheen et al.

CATALYSIS SCIENCE & TECHNOLOGY (2019)

Article Chemistry, Physical

Direct Observation of an Alkylidenecarbene by Ultrafast Transient Absorption Spectroscopy

Lili Du et al.

JOURNAL OF PHYSICAL CHEMISTRY A (2018)

Article Chemistry, Physical

Effects of Solvation and Hydrogen Bond Formation on Singlet and Triplet Alkyl or Aryl Carbenes

Jean M. Standard

JOURNAL OF PHYSICAL CHEMISTRY A (2017)

Article Chemistry, Multidisciplinary

Hemin-catalyzed sulfonium ylide formation and subsequently reactant-controlled chemoselective rearrangements

Xiaofei Xu et al.

CHEMICAL COMMUNICATIONS (2017)

Article Chemistry, Multidisciplinary

Gas hydrates model for the mechanistic investigation of the Wittig reaction on water

Khurshid Ayub et al.

RSC ADVANCES (2016)

Review Chemistry, Multidisciplinary

Modern Organic Synthesis with α-Diazocarbonyl Compounds

Alan Ford et al.

CHEMICAL REVIEWS (2015)

Article Chemistry, Physical

Unusual solvation through both p-orbital lobes of a carbene carbon

C. Z. Hadad et al.

JOURNAL OF CHEMICAL PHYSICS (2015)

Article Biochemistry & Molecular Biology

Solvent effects on the structures and vibrational features of zwitterionic dipeptides: L-diglycine and L-dialanine

Steve Jonathan Koyambo-Konzapa et al.

JOURNAL OF MOLECULAR MODELING (2015)

Article Chemistry, Multidisciplinary

Controlling Selectivity by Controlling the Path of Trajectories

Bibaswan Biswas et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

Article Chemistry, Physical

Theoretical tools to distinguish O-ylides from O-ylidic complexes in carbene-solvent interactions

Sara Gomez et al.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2015)

Review Chemistry, Organic

Rearrangements of Nitrile-Stabilized Ammonium Ylides

Guenthern Lahm et al.

SYNTHESIS-STUTTGART (2014)

Review Chemistry, Multidisciplinary

The modern interpretation of the Wittig reaction mechanism

Peter A. Byrne et al.

CHEMICAL SOCIETY REVIEWS (2013)

Article Chemistry, Multidisciplinary

Theoretical study of molecular interactions of sulfur ylide with HF, HCN, and HN3

Abedien Zabaradsti et al.

STRUCTURAL CHEMISTRY (2013)

Article Chemistry, Physical

Reversible O-Ylide Formation in Carbene/Ether Reactions

Pablo A. Hoijemberg et al.

JOURNAL OF PHYSICAL CHEMISTRY A (2012)

Article Chemistry, Multidisciplinary

Direct Observation of a Carbene-Alcohol Ylide

Jiadan Xue et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Review Chemistry, Multidisciplinary

Sigmatropic rearrangements of 'onium' ylids

J. B. Sweeney

CHEMICAL SOCIETY REVIEWS (2009)

Review Chemistry, Organic

Developments in the Photochemistry of Diazo Compounds

Nuno R. Candeias et al.

CURRENT ORGANIC CHEMISTRY (2009)

Article Chemistry, Organic

C-H carbene insertion of α-diazo acetamides by photolysis in non-conventional media

Nuno R. Candeias et al.

JOURNAL OF ORGANIC CHEMISTRY (2008)

Article Chemistry, Multidisciplinary

Influence of solvent on carbene intersystem crossing rates

Jin Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2008)

Article Chemistry, Multidisciplinary

The dynamics of carbene solvation:: An ultrafast study of p-biphenylyltrifluoromethylcarbene

Jin Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2008)

Article Chemistry, Multidisciplinary

Ultrafast UV-vis and IR studies of p-biphenylyl acetyl and carbomethoxy carbenes

Jin Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2008)

Review Chemistry, Applied

Solvents and solvent effects: An introduction

Christian Reichardt

ORGANIC PROCESS RESEARCH & DEVELOPMENT (2007)

Article Chemistry, Multidisciplinary

Reactivity and selectivity in the Wittig reaction: A computational study

R Robiette et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2006)

Article Chemistry, Multidisciplinary

On the origin of high E selectivity in the Wittig reaction of stabilized ylides:: Importance of dipole-dipole interactions

R Robiette et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2005)

Article Chemistry, Organic

Water is an efficient medium for Wittig reactions employing stabilized ylides and aldehydes

J Dambacher et al.

TETRAHEDRON LETTERS (2005)

Article Chemistry, Physical

Stabilization of zwitterions in solution:: γ-aminobutyric acid (GABA)

DL Crittenden et al.

JOURNAL OF PHYSICAL CHEMISTRY A (2004)

Article Biochemistry & Molecular Biology

Insight into the polar reactivity of the onium chalcogen analogues of S-adenosyl-L-methionine

DF Iwig et al.

BIOCHEMISTRY (2004)

Article Chemistry, Multidisciplinary

Evidence for specific solvation of two halocarbene amides

EM Tippmann et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2004)

Article Chemistry, Organic

Solvent effect in the Wittig reaction under Boden's conditions

EM Pandolfi et al.

SYNTHETIC COMMUNICATIONS (2003)

Article Chemistry, Multidisciplinary

Solvent reorganization controls the rate of proton transfer from neat alcohol solvents to singlet diphenylcarbene

J Peon et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2002)

Article Chemistry, Multidisciplinary

Solvent dependence of the 2-naphthyl(carbomethoxy)carbene singlet-triplet energy gap

YH Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2002)

Article Chemistry, Multidisciplinary

Behavior of ylides containing N, O, and C atoms as hydrogen bond accepters

I Rozas et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2000)