Aryl–aryl coupling via palladium-catalyzed C–P/C–H bond cleavage

Li, Ziyuan; Zhou, Hongyou; Xu, Jinyi; Wu, Xiaoming; Yao, Hequan

doi:10.1016/j.tet.2013.02.001

Cited by 33 publications

(10 citation statements)

References 45 publications

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“…[5] If one of the phenyl groups on the phosphorus center in 2 is eliminated, the desired phosphole 3 a would be formed. Although such metal-mediated CÀP bond cleavage of a simple triarylphosphine is apparently a challenge, [6][7][8][9] reports by us and Xi and co-workers on CÀSi and CÀGe bond cleavage in the catalytic syntheses of siloles [10] and germoles [11] via intermediates analogous to 2 encouraged us to pursue the development of this new mode of phosphole synthesis.…”

Section: Palladium-catalyzed Direct Synthesis Of Phosphole Derivativementioning

confidence: 99%

Palladium‐Catalyzed Direct Synthesis of Phosphole Derivatives from Triarylphosphines through Cleavage of Carbon–Hydrogen and Carbon–Phosphorus Bonds

2013

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(Phosp)hole in one: A palladium‐catalyzed synthesis for directly assembling phosphole skeletons from triarylphosphines through CH and CP bond cleavage was developed. This approach overcomes several of the limitations of the so far reported methods. Phospholes bearing a range of functionalities (including Br, F, CO2Me, Ac, and CN) and an array of fused rings (naphthalenes, anthracenes, furans, and pyrroles) can be easily synthesized.

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Section: Palladium-catalyzed Direct Synthesis Of Phosphole Derivativementioning

confidence: 99%

Palladium‐Catalyzed Direct Synthesis of Phosphole Derivatives from Triarylphosphines through Cleavage of Carbon–Hydrogen and Carbon–Phosphorus Bonds

2013

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“…In 2013, Yao and co‐workers reported an interesting arylation of a C−H bond with triarylphosphine (Scheme ) . Their results showed that at least two aryl groups in one triarylphosphine were transferred to final product 29 .…”

Section: Arylation With the Cleaved C‐moietymentioning

confidence: 99%

“…In 2013, Yaoa nd co-workers reported an interesting arylation of aC ÀHb ond with triarylphosphine (Scheme 11). [22] Their results showedt hat at least two aryl groups in one triarylphosphine were transferred to final product 29.T his reaction was sensitivet os teric hindrance, and no product was obtained Scheme6.Nickel-catalyzed chemoselective arylation with phosphonium salt. OTf = triflate, COD = 1,5-cyclooctadiene, THF = tetrahydrofuran.…”

Section: Arylation With the Cleaved C-moietymentioning

confidence: 99%

Synthetic Applications of Transition‐Metal‐Catalyzed C−P Bond Cleavage

Wang

Chen

Duan

2018

Chemistry An Asian Journal

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The wide occurrence of carbon-phosphorus bond activation in modern organic synthesis, catalyst deactivation, and biological process has attracted interest for synthetic applications. Over the past few decades, transition-metal-mediated transformations have become extremely powerful tools in organic synthesis. In this review, considerable progress that has been made in catalytic activations and transformations of carbon-phosphorus bonds within the coordination sphere of transition metals is described. Mechanistic information is also presented, and it is hoped that this review not only provides an account of the state of the art in the field, but also highlights the future potential of these reactions in organic synthesis.

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“…Jet substructure measurements provide concrete and consistent physics information of the modification of jets in a heavy ion environment. From the measurements of the jet shape [51,52,[62][63][64][65][66][67] and jet fragmentation function [53][54][55][56][57]68], the community has recently established that both transverse and longitudinal momentum distributions inside jets are significantly modified. Since jet substructures depend strongly on the partonic origin of jets [69][70][71][72][73], a change in the fraction of quark-initiated jets and gluon-initiated jets at the LHC may significantly contribute to substructure modifications observed in experiments.…”

Section: Introductionmentioning

confidence: 99%

Probing heavy ion collisions using quark and gluon jet substructure

Chien¹,

Elayavalli²

2019

Proceedings of International Conference on Hard and Electromagnetic Probes of High-Energy Nuclear Collisions — PoS(HardProbes20

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We study the phenomenon of jet quenching utilizing quark and gluon jet substructures as independent probes of heavy ion collisions. We exploit jet and subjet features to highlight differences between quark and gluon jets in vacuum and in a medium with the jet-quenching model implemented in Jewel. We begin with a physics-motivated, multivariate analysis of jet substructure observables including the jet mass, the radial moments, the p D T and the pixel multiplicity. In comparison, we employ state-of-the-art image-recognition techniques by training a deep convolutional neutral network on jet images. To systematically extract jet substructure information, we introduce the telescoping deconstruction framework exploiting subjet kinematics at multiple angular scales. We draw connections to the soft-drop subjet distribution and illuminate medium-induced jet modifications using Lund diagrams. We find that the quark gluon discrimination performance worsens in heavy ion jets due to significant soft event activity affecting the soft jet substructure. Our work suggests a systematically improvable framework for studying modifications to quark and gluon jet substructures and facilitating direct comparisons between theoretical calculations, simulations and measurements in heavy ion collisions.

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Aryl–aryl coupling via palladium-catalyzed C–P/C–H bond cleavage

Cited by 33 publications

References 45 publications

Palladium‐Catalyzed Direct Synthesis of Phosphole Derivatives from Triarylphosphines through Cleavage of Carbon–Hydrogen and Carbon–Phosphorus Bonds

Palladium‐Catalyzed Direct Synthesis of Phosphole Derivatives from Triarylphosphines through Cleavage of Carbon–Hydrogen and Carbon–Phosphorus Bonds

Synthetic Applications of Transition‐Metal‐Catalyzed C−P Bond Cleavage

Probing heavy ion collisions using quark and gluon jet substructure

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