ChemSusChem, volume 12, issue 13, pages 3099-3102
C‐Alkylation of Secondary Alcohols by Primary Alcohols through Manganese‐Catalyzed Double Hydrogen Autotransfer
Publication type: Journal Article
Publication date: 2018-09-21
Journal:
ChemSusChem
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 8.4
ISSN: 18645631, 1864564X
General Chemical Engineering
General Materials Science
General Energy
Environmental Chemistry
Abstract
A new Mn-catalyzed alkylation of secondary alcohols with non-activated alcohols is presented. The use of a stable and well-defined manganese pincer complex, stabilized by a PNN ligand, together with a catalytic amount of base enabled the conversion of renewable alcohol feedstocks to a broad range of higher-value alcohols in good yields with water as the sole byproduct. The strategy eliminates the need for exogenous and detrimental alkyl halides as well as the use of noble metal catalysts, making the C-alkylation through double hydrogen autotransfer a highly sustainable and environmentally benign process. Mechanistic investigations support a hydrogen autotransfer mechanism in which a non-innocent ligand plays a crucial role.
Top-30
Citations by journals
|
2
4
6
8
10
12
|
|
|
Organic Letters
12 publications, 15.19%
|
|
|
Organometallics
6 publications, 7.59%
|
|
|
Angewandte Chemie
5 publications, 6.33%
|
|
|
Angewandte Chemie - International Edition
5 publications, 6.33%
|
|
|
ChemCatChem
4 publications, 5.06%
|
|
|
Journal of Organic Chemistry
4 publications, 5.06%
|
|
|
Catalysis Science and Technology
4 publications, 5.06%
|
|
|
ChemSusChem
3 publications, 3.8%
|
|
|
Chemical Communications
3 publications, 3.8%
|
|
|
Organic and Biomolecular Chemistry
3 publications, 3.8%
|
|
|
Organic Chemistry Frontiers
2 publications, 2.53%
|
|
|
Dalton Transactions
2 publications, 2.53%
|
|
|
Topics in Organometallic Chemistry
2 publications, 2.53%
|
|
|
ACS Catalysis
2 publications, 2.53%
|
|
|
Catalysts
1 publication, 1.27%
|
|
|
Polymers
1 publication, 1.27%
|
|
|
Molecules
1 publication, 1.27%
|
|
|
Chem
1 publication, 1.27%
|
|
|
Tetrahedron
1 publication, 1.27%
|
|
|
Chemistry - A European Journal
1 publication, 1.27%
|
|
|
Chemical Record
1 publication, 1.27%
|
|
|
Chemistry - An Asian Journal
1 publication, 1.27%
|
|
|
Advanced Synthesis and Catalysis
1 publication, 1.27%
|
|
|
Journal of the American Chemical Society
1 publication, 1.27%
|
|
|
Chemical Science
1 publication, 1.27%
|
|
|
Chemical Society Reviews
1 publication, 1.27%
|
|
|
Tetrahedron Letters
1 publication, 1.27%
|
|
|
European Journal of Inorganic Chemistry
1 publication, 1.27%
|
|
|
Journal of Chemical Sciences
1 publication, 1.27%
|
|
|
2
4
6
8
10
12
|
Citations by publishers
|
5
10
15
20
25
30
|
|
|
American Chemical Society (ACS)
26 publications, 32.91%
|
|
|
Wiley
24 publications, 30.38%
|
|
|
Royal Society of Chemistry (RSC)
16 publications, 20.25%
|
|
|
Elsevier
4 publications, 5.06%
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
3 publications, 3.8%
|
|
|
Springer Nature
3 publications, 3.8%
|
|
|
Beilstein-Institut
1 publication, 1.27%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.27%
|
|
|
5
10
15
20
25
30
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0],"imageUrls":["","","","","","",""],"datasets":[{"label":"Citations number","data":[2,14,11,15,12,13,12],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["2.53","17.72","13.92","18.99","15.19","16.46","15.19"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Organic Letters","Organometallics","Angewandte Chemie","Angewandte Chemie - International Edition","ChemCatChem","Journal of Organic Chemistry","Catalysis Science and Technology","ChemSusChem","Chemical Communications","Organic and Biomolecular Chemistry","Organic Chemistry Frontiers","Dalton Transactions","Topics in Organometallic Chemistry","ACS Catalysis","Catalysts","Polymers","Molecules","Chem","Tetrahedron","Chemistry - A European Journal","Chemical Record","Chemistry - An Asian Journal","Advanced Synthesis and Catalysis","Journal of the American Chemical Society","Chemical Science","Chemical Society Reviews","Tetrahedron Letters","European Journal of Inorganic Chemistry","Journal of Chemical Sciences"],"ids":[3315,1409,25450,19215,10149,8697,2605,6896,9073,541,3991,8473,23840,4873,3739,11204,1770,12363,3439,24708,22413,10120,3906,4813,9646,20586,6133,15359,13500],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp"],"datasets":[{"label":"","data":[12,6,5,5,4,4,4,3,3,3,2,2,2,2,1,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[15.19,7.59,6.33,6.33,5.06,5.06,5.06,3.8,3.8,3.8,2.53,2.53,2.53,2.53,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27,1.27],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["American Chemical Society (ACS)","Wiley","Royal Society of Chemistry (RSC)","Elsevier","Multidisciplinary Digital Publishing Institute (MDPI)","Springer Nature","Beilstein-Institut","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[40,11,123,17,202,8,6139,9422],"codes":[0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/ex6KJoZujZOZFZh7jGfeHauiftuB3CI7iwJVFRDg_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[26,24,16,4,3,3,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[32.91,30.38,20.25,5.06,3.8,3.8,1.27,1.27],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartiles":{"type":"bar","data":{"show":true,"labels":[2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0,0,0,0],"percentage":["0","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,0,0,0,1,1],"percentage":["0","0","0","0","0","1.27","1.27"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[0,0,2,1,2,2,3],"percentage":["0","0","2.53","1.27","2.53","2.53","3.8"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[2,14,9,13,9,8,8],"percentage":["2.53","17.72","11.39","16.46","11.39","10.13","10.13"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,0,0,1,1,2,0],"percentage":["0","0","0","1.27","1.27","2.53","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by SCImago per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartilesWs":{"type":"bar","data":{"show":true,"labels":[2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,0,0,0,0,0,0],"percentage":["0","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,0,1,0,1,2],"percentage":["0","0","0","1.27","0","1.27","2.53"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[0,2,2,7,7,5,4],"percentage":["0","2.53","2.53","8.86","8.86","6.33","5.06"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[2,10,8,6,4,3,6],"percentage":["2.53","12.66","10.13","7.59","5.06","3.8","7.59"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[0,2,1,1,1,4,0],"percentage":["0","2.53","1.27","1.27","1.27","5.06","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by WoS per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
El Sepelgy O. et al. C‐Alkylation of Secondary Alcohols by Primary Alcohols through Manganese‐Catalyzed Double Hydrogen Autotransfer // ChemSusChem. 2018. Vol. 12. No. 13. pp. 3099-3102.
GOST all authors (up to 50)
Copy
El Sepelgy O., Matador E., Brzozowska A., Rueping M. C‐Alkylation of Secondary Alcohols by Primary Alcohols through Manganese‐Catalyzed Double Hydrogen Autotransfer // ChemSusChem. 2018. Vol. 12. No. 13. pp. 3099-3102.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/cssc.201801660
UR - https://doi.org/10.1002/cssc.201801660
TI - C‐Alkylation of Secondary Alcohols by Primary Alcohols through Manganese‐Catalyzed Double Hydrogen Autotransfer
T2 - ChemSusChem
AU - Brzozowska, Aleksandra
AU - El Sepelgy, Osama
AU - Rueping, Magnus
AU - Matador, Esteban
PY - 2018
DA - 2018/09/21 00:00:00
PB - Wiley
SP - 3099-3102
IS - 13
VL - 12
SN - 1864-5631
SN - 1864-564X
ER -
Cite this
BibTex
Copy
@article{2018_El Sepelgy,
author = {Aleksandra Brzozowska and Osama El Sepelgy and Magnus Rueping and Esteban Matador},
title = {C‐Alkylation of Secondary Alcohols by Primary Alcohols through Manganese‐Catalyzed Double Hydrogen Autotransfer},
journal = {ChemSusChem},
year = {2018},
volume = {12},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002/cssc.201801660},
number = {13},
pages = {3099--3102},
doi = {10.1002/cssc.201801660}
}
Cite this
MLA
Copy
El Sepelgy, Osama, et al. “C‐Alkylation of Secondary Alcohols by Primary Alcohols through Manganese‐Catalyzed Double Hydrogen Autotransfer.” ChemSusChem, vol. 12, no. 13, Sep. 2018, pp. 3099-3102. https://doi.org/10.1002/cssc.201801660.