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Palladium(II)-Catalyzed Directed anti-Hydrochlorination of Unactivated Alkynes with HCl

Overview of attention for article published in Journal of the American Chemical Society, March 2017
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About this Attention Score

  • In the top 25% of all research outputs scored by Altmetric
  • Good Attention Score compared to outputs of the same age (79th percentile)
  • Good Attention Score compared to outputs of the same age and source (74th percentile)

Mentioned by

blogs
1 blog
twitter
2 X users
facebook
1 Facebook page

Citations

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69 Dimensions

Readers on

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55 Mendeley
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Title
Palladium(II)-Catalyzed Directed anti-Hydrochlorination of Unactivated Alkynes with HCl
Published in
Journal of the American Chemical Society, March 2017
DOI 10.1021/jacs.7b00892
Pubmed ID
Authors

Joseph Derosa, Annabelle L. Cantu, Mark N. Boulous, Miriam L. O’Duill, Joshua L. Turnbull, Zhen Liu, Daizy M. De La Torre, Keary M. Engle

Abstract

A regioselective anti-hydrochlorination of unactivated alkynes is reported. The reaction utilizes in situ generated HCl as the source of both the Cl(-) and H(+) and is catalyzed by palladium(II) acetate, with loadings as low as 25 ppm. Removable picolinamide and 8-aminoquinoline bidentate directing groups are used to control the regioselectivity of the chloropalladation step and stabilize the resulting vinylpalladium(II) intermediate for subsequent protodepalladation. This method provides access to a broad array of substituted vinyl chlorides in excellent yields and with high regioselectivity. The products from this transformation were successfully derivatized via Stille-coupling to a variety of trisubstituted alkene products. Reaction progress kinetic analysis (RPKA) was performed, shedding light on a possible mechanism for this catalytic process.

X Demographics

X Demographics

The data shown below were collected from the profiles of 2 X users who shared this research output. Click here to find out more about how the information was compiled.
Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 55 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 55 100%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 18 33%
Student > Master 11 20%
Researcher 5 9%
Student > Bachelor 3 5%
Student > Doctoral Student 2 4%
Other 6 11%
Unknown 10 18%
Readers by discipline Count As %
Chemistry 43 78%
Materials Science 1 2%
Agricultural and Biological Sciences 1 2%
Unknown 10 18%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 10. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 03 April 2017.
All research outputs
#3,275,780
of 22,958,253 outputs
Outputs from Journal of the American Chemical Society
#9,899
of 62,199 outputs
Outputs of similar age
#62,738
of 309,398 outputs
Outputs of similar age from Journal of the American Chemical Society
#125
of 490 outputs
Altmetric has tracked 22,958,253 research outputs across all sources so far. Compared to these this one has done well and is in the 85th percentile: it's in the top 25% of all research outputs ever tracked by Altmetric.
So far Altmetric has tracked 62,199 research outputs from this source. They typically receive a little more attention than average, with a mean Attention Score of 6.8. This one has done well, scoring higher than 84% of its peers.
Older research outputs will score higher simply because they've had more time to accumulate mentions. To account for age we can compare this Altmetric Attention Score to the 309,398 tracked outputs that were published within six weeks on either side of this one in any source. This one has done well, scoring higher than 79% of its contemporaries.
We're also able to compare this research output to 490 others from the same source and published within six weeks on either side of this one. This one has gotten more attention than average, scoring higher than 74% of its contemporaries.