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Title: MOF-253-Pd(OAc)2 : a recyclable MOF for transition-metal catalysis in water

Abstract

We report palladium(II)-functionalized MOF-253 (MOF-253-Pd(OAc)2) as a recyclable catalyst to form all-carbon quaternary centers via conjugate additions of arylboronic acids to β,β-disubstituted enones in aqueous media. We demonstrate MOF-253-Pd(OAc)2 can be reused 8 times to form ketone products in yields above 75% while maintaining its crystallinity. Additions of a range of stereoelectronically diverse arylboronic acids to a variety of β,β-disubstituted enones catalyzed by MOF-253-Pd(OAc)2 occur in modest-to-high yields (34–95%).

Authors:
 [1];  [2];  [2];  [1]
  1. Iowa State Univ., Ames, IA (United States). Dept. of Chemistry
  2. Iowa State Univ., Ames, IA (United States). Dept. of Chemistry; Ames Lab., Ames, IA (United States)
Publication Date:
Research Org.:
Ames Lab., Ames, IA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1326831
Report Number(s):
IS-J-9053
Journal ID: ISSN 2046-2069; RSCACL
Grant/Contract Number:  
AC02-07CH11358
Resource Type:
Accepted Manuscript
Journal Name:
RSC Advances
Additional Journal Information:
Journal Volume: 6; Journal Issue: 61; Journal ID: ISSN 2046-2069
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; organic frameworks; conjugate addition; aqueous media; palladium; quaternary center

Citation Formats

Van Zeeland, Ryan, Li, Xinle, Huang, Wenyu, and Stanley, Levi M. MOF-253-Pd(OAc)2 : a recyclable MOF for transition-metal catalysis in water. United States: N. p., 2016. Web. https://doi.org/10.1039/c6ra12746k.
Van Zeeland, Ryan, Li, Xinle, Huang, Wenyu, & Stanley, Levi M. MOF-253-Pd(OAc)2 : a recyclable MOF for transition-metal catalysis in water. United States. https://doi.org/10.1039/c6ra12746k
Van Zeeland, Ryan, Li, Xinle, Huang, Wenyu, and Stanley, Levi M. Mon . "MOF-253-Pd(OAc)2 : a recyclable MOF for transition-metal catalysis in water". United States. https://doi.org/10.1039/c6ra12746k. https://www.osti.gov/servlets/purl/1326831.
@article{osti_1326831,
title = {MOF-253-Pd(OAc)2 : a recyclable MOF for transition-metal catalysis in water},
author = {Van Zeeland, Ryan and Li, Xinle and Huang, Wenyu and Stanley, Levi M.},
abstractNote = {We report palladium(II)-functionalized MOF-253 (MOF-253-Pd(OAc)2) as a recyclable catalyst to form all-carbon quaternary centers via conjugate additions of arylboronic acids to β,β-disubstituted enones in aqueous media. We demonstrate MOF-253-Pd(OAc)2 can be reused 8 times to form ketone products in yields above 75% while maintaining its crystallinity. Additions of a range of stereoelectronically diverse arylboronic acids to a variety of β,β-disubstituted enones catalyzed by MOF-253-Pd(OAc)2 occur in modest-to-high yields (34–95%).},
doi = {10.1039/c6ra12746k},
journal = {RSC Advances},
number = 61,
volume = 6,
place = {United States},
year = {2016},
month = {6}
}

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Cited by: 4 works
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