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Title: Bifunctional Polymer Architectures for Cooperative Catalysis: Tunable Acid-Base Polymers for Aldol Condensation

Abstract

Not provided.

Authors:
 [1];  [1];  [2];  [2]; ORCiD logo [1]
  1. School of Chemistry and Biochemistry, School of Chemical & Biomolecular Engineering, Georgia Institute of Technology, Atlanta GA 30332 USA
  2. Molecular Design Institute and Department of Chemistry, New York University, New York NY 10003 USA
Publication Date:
Research Org.:
Georgia Inst. of Technology, Atlanta, GA (United States)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1533127
DOE Contract Number:  
FG02-03ER15459
Resource Type:
Journal Article
Journal Name:
ChemCatChem
Additional Journal Information:
Journal Volume: 9; Journal Issue: 1; Journal ID: ISSN 1867-3880
Publisher:
ChemPubSoc Europe
Country of Publication:
United States
Language:
English
Subject:
Chemistry

Citation Formats

Hoyt, Caroline B., Lee, Li-Chen, Cohen, Aaron E., Weck, Marcus, and Jones, Christopher W. Bifunctional Polymer Architectures for Cooperative Catalysis: Tunable Acid-Base Polymers for Aldol Condensation. United States: N. p., 2016. Web. doi:10.1002/cctc.201601104.
Hoyt, Caroline B., Lee, Li-Chen, Cohen, Aaron E., Weck, Marcus, & Jones, Christopher W. Bifunctional Polymer Architectures for Cooperative Catalysis: Tunable Acid-Base Polymers for Aldol Condensation. United States. doi:10.1002/cctc.201601104.
Hoyt, Caroline B., Lee, Li-Chen, Cohen, Aaron E., Weck, Marcus, and Jones, Christopher W. Thu . "Bifunctional Polymer Architectures for Cooperative Catalysis: Tunable Acid-Base Polymers for Aldol Condensation". United States. doi:10.1002/cctc.201601104.
@article{osti_1533127,
title = {Bifunctional Polymer Architectures for Cooperative Catalysis: Tunable Acid-Base Polymers for Aldol Condensation},
author = {Hoyt, Caroline B. and Lee, Li-Chen and Cohen, Aaron E. and Weck, Marcus and Jones, Christopher W.},
abstractNote = {Not provided.},
doi = {10.1002/cctc.201601104},
journal = {ChemCatChem},
issn = {1867-3880},
number = 1,
volume = 9,
place = {United States},
year = {2016},
month = {11}
}

Works referenced in this record:

Discovery of a Metalloenzyme-like Cooperative Catalytic System of Metal Nanoclusters and Catechol Derivatives for the Aerobic Oxidation of Amines
journal, August 2012

  • Yuan, Hao; Yoo, Woo-Jin; Miyamura, Hiroyuki
  • Journal of the American Chemical Society, Vol. 134, Issue 34
  • DOI: 10.1021/ja306934b

Catalytic C–C Bond Activations via Oxidative Addition to Transition Metals
journal, June 2015


Metal-Ligand Cooperation
journal, September 2015

  • Khusnutdinova, Julia R.; Milstein, David
  • Angewandte Chemie International Edition, Vol. 54, Issue 42
  • DOI: 10.1002/anie.201503873

Metall-Ligand-Kooperation
journal, September 2015


Asymmetric Organocatalysis Combined with Metal Catalysis: Concept, Proof of Concept, and Beyond
journal, June 2014

  • Chen, Dian-Feng; Han, Zhi-Yong; Zhou, Xiao-Le
  • Accounts of Chemical Research, Vol. 47, Issue 8
  • DOI: 10.1021/ar500101a

Asymmetric Nitroaldol Reactions of Nitroalkanes with Isatins Catalyzed by Bifunctional Cinchona Alkaloid Derivatives
journal, August 2011

  • Li, Mei-Qiu; Zhang, Jin-Xin; Huang, Xiao-Fei
  • European Journal of Organic Chemistry, Vol. 2011, Issue 27
  • DOI: 10.1002/ejoc.201100824

Bifunctional Organocatalysts for the Enantioselective Synthesis of Axially Chiral Isoquinoline N -Oxides
journal, May 2015

  • Miyaji, Ryota; Asano, Keisuke; Matsubara, Seijiro
  • Journal of the American Chemical Society, Vol. 137, Issue 21
  • DOI: 10.1021/jacs.5b04151

Dynamic asymmetric organocatalysis: cooperative effects of weak interactions and conformational flexibility in asymmetric organocatalysts
journal, January 2012

  • Sohtome, Yoshihiro; Nagasawa, Kazuo
  • Chemical Communications, Vol. 48, Issue 63
  • DOI: 10.1039/c2cc31846f

Mechanistic Insights on Cooperative Catalysis through Computational Quantum Chemical Methods
journal, December 2014

  • Jindal, Garima; Kisan, Hemanta K.; Sunoj, Raghavan B.
  • ACS Catalysis, Vol. 5, Issue 2
  • DOI: 10.1021/cs501688y

Recent Advances in Organocatalytic Methods for Asymmetric CC Bond Formation
journal, September 2013

  • Scheffler, Ulf; Mahrwald, Rainer
  • Chemistry - A European Journal, Vol. 19, Issue 43
  • DOI: 10.1002/chem.201301996

Organocatalysis: a web collection
journal, January 2012

  • Maruoka, Keiji; List, Benjamin; Yamamoto, Hisashi
  • Chemical Communications, Vol. 48, Issue 87
  • DOI: 10.1039/c2cc90327j

CHEMISTRY: The Organic Approach to Asymmetric Catalysis
journal, September 2006


Knoevenagel and aldol condensations catalysed by a new diamino-functionalised mesoporous material
journal, June 1999

  • Choudary, B. M.; Kantam, M. Lakshmi; Sreekanth, P.
  • Journal of Molecular Catalysis A: Chemical, Vol. 142, Issue 3
  • DOI: 10.1016/S1381-1169(98)00301-X

Acid−Base Bifunctional and Dielectric Outer-Sphere Effects in Heterogeneous Catalysis:  A Comparative Investigation of Model Primary Amine Catalysts
journal, March 2006

  • Bass, John D.; Solovyov, Andrew; Pascall, Andrew J.
  • Journal of the American Chemical Society, Vol. 128, Issue 11
  • DOI: 10.1021/ja057395c

Bifunctional Heterogeneous Catalysis of Silica-Alumina-Supported Tertiary Amines with Controlled Acid-Base Interactions for Efficient 1,4-Addition Reactions
journal, September 2009

  • Motokura, Ken; Tanaka, Satoka; Tada, Mizuki
  • Chemistry - A European Journal, Vol. 15, Issue 41
  • DOI: 10.1002/chem.200901380

Cooperative Catalysis of Primary and Tertiary Amines Immobilized on Oxide Surfaces for One-Pot CC Bond Forming Reactions
journal, September 2008

  • Motokura, Ken; Tada, Mizuki; Iwasawa, Yasuhiro
  • Angewandte Chemie International Edition, Vol. 47, Issue 48
  • DOI: 10.1002/anie.200802515

Cooperative Catalysis of Primary and Tertiary Amines Immobilized on Oxide Surfaces for One-Pot CC Bond Forming Reactions
journal, September 2008

  • Motokura, Ken; Tada, Mizuki; Iwasawa, Yasuhiro
  • Angewandte Chemie, Vol. 120, Issue 48
  • DOI: 10.1002/ange.200802515

Cooperative Catalysis with Acid–Base Bifunctional Mesoporous Silica: Impact of Grafting and Co-condensation Synthesis Methods on Material Structure and Catalytic Properties
journal, June 2012

  • Brunelli, Nicholas A.; Venkatasubbaiah, Krishnan; Jones, Christopher W.
  • Chemistry of Materials, Vol. 24, Issue 13
  • DOI: 10.1021/cm300753z

Effects of amine structure and base strength on acid–base cooperative aldol condensation
journal, May 2015


Further Investigations on the Promoting Effect of Mesoporous Silica on Base-Catalyzed Aldol Reaction
journal, April 2010


Tuning Cooperativity by Controlling the Linker Length of Silica-Supported Amines in Catalysis and CO 2 Capture
journal, August 2012

  • Brunelli, Nicholas A.; Didas, Stephanie A.; Venkatasubbaiah, Krishnan
  • Journal of the American Chemical Society, Vol. 134, Issue 34
  • DOI: 10.1021/ja305601g

Spatial arrangement and acid strength effects on acid–base cooperatively catalyzed aldol condensation on aminosilica materials
journal, May 2015


Acid–base cooperativity in condensation reactions with functionalized mesoporous silica catalysts
journal, April 2009


Spacing and Site Isolation of Amine Groups in 3-Aminopropyl-Grafted Silica Materials:  The Role of Protecting Groups
journal, October 2006

  • Hicks, Jason C.; Dabestani, Reza; Buchanan, A. C.
  • Chemistry of Materials, Vol. 18, Issue 21
  • DOI: 10.1021/cm061382w

Controlling the Density of Amine Sites on Silica Surfaces Using Benzyl Spacers
journal, March 2006

  • Hicks, Jason C.; Jones, Christopher W.
  • Langmuir, Vol. 22, Issue 6
  • DOI: 10.1021/la053024y

The Silica–Water Interface: How the Silanols Determine the Surface Acidity and Modulate the Water Properties
journal, February 2012

  • Sulpizi, Marialore; Gaigeot, Marie-Pierre; Sprik, Michiel
  • Journal of Chemical Theory and Computation, Vol. 8, Issue 3
  • DOI: 10.1021/ct2007154

Acidity of surface hydroxyl groups
journal, January 1970

  • Hair, Michael L.; Hertl, William
  • The Journal of Physical Chemistry, Vol. 74, Issue 1
  • DOI: 10.1021/j100696a016

Enhanced Effect of Mesoporous Silica on Base-Catalyzed Aldol Reaction
journal, March 2003

  • Kubota, Yoshihiro; Goto, Kunio; Miyata, Shintaro
  • Chemistry Letters, Vol. 32, Issue 3
  • DOI: 10.1246/cl.2003.234

Layered Materials with Coexisting Acidic and Basic Sites for Catalytic One-Pot Reaction Sequences
journal, June 2009

  • Motokura, Ken; Tada, Mizuki; Iwasawa, Yasuhiro
  • Journal of the American Chemical Society, Vol. 131, Issue 23
  • DOI: 10.1021/ja9012003

Creation of acid–base bifunctional catalysis for efficient CC coupling reactions by amines immobilization on SiO2, silica-alumina, and nano-H-ZSM-5
journal, March 2009


Reaction-dependent heteroatom modification of acid–base catalytic cooperativity in aminosilica materials
journal, September 2015


RAFT polymerization of alternating styrene-pentafluorostyrene copolymers
journal, March 2014

  • Brummelhuis, Niels ten; Weck, Marcus
  • Journal of Polymer Science Part A: Polymer Chemistry, Vol. 52, Issue 11
  • DOI: 10.1002/pola.27148

Compartmentalization of Incompatible Catalytic Transformations for Tandem Catalysis
journal, September 2015

  • Lu, Jie; Dimroth, Jonas; Weck, Marcus
  • Journal of the American Chemical Society, Vol. 137, Issue 40
  • DOI: 10.1021/jacs.5b07257

Multifunctional Heterogeneous Catalysts: SBA-15-Containing Primary Amines and Sulfonic Acids
journal, September 2006

  • Zeidan, Ryan K.; Hwang, Son-Jong; Davis, Mark E.
  • Angewandte Chemie International Edition, Vol. 45, Issue 38
  • DOI: 10.1002/anie.200602243

Multifunctional Heterogeneous Catalysts: SBA-15-Containing Primary Amines and Sulfonic Acids
journal, September 2006

  • Zeidan, Ryan K.; Hwang, Son-Jong; Davis, Mark E.
  • Angewandte Chemie, Vol. 118, Issue 38
  • DOI: 10.1002/ange.200602243

An amphoteric mesoporous silica catalyzed aldol reaction
journal, May 2009


Expanding the Scope of RAFT Polymerization: Recent Advances and New Horizons
journal, July 2015


Copolymerization. X. The Effect of meta- and para-Substitution on the Reactivity of the Styrene Double Bond
journal, April 1948

  • Walling, Cheves; Briggs, Emorene R.; Wolfstirn, Katherine B.
  • Journal of the American Chemical Society, Vol. 70, Issue 4
  • DOI: 10.1021/ja01184a072

Radical copolymerization of 4-(tert-butyldimethylsilyloxy)styrene with styrene: Reactivity ratios
journal, July 1989

  • Packirisamy, S.; Hirao, Akira; Nakahama, Seiichi
  • Journal of Polymer Science Part A: Polymer Chemistry, Vol. 27, Issue 8
  • DOI: 10.1002/pola.1989.080270825

Importance of dynamic hydrogen bonds and reorientation barriers in proton transport
journal, January 2011

  • Nagamani, Chikkannagari; Viswanathan, Usha; Versek, Craig
  • Chemical Communications, Vol. 47, Issue 23
  • DOI: 10.1039/c1cc11207d

Solvent-Induced Reversal of Activities between Two Closely Related Heterogeneous Catalysts in the Aldol Reaction
journal, January 2013

  • Kandel, Kapil; Althaus, Stacey M.; Peeraphatdit, Chorthip
  • ACS Catalysis, Vol. 3, Issue 2
  • DOI: 10.1021/cs300748g

Substrate inhibition in the heterogeneous catalyzed aldol condensation: A mechanistic study of supported organocatalysts
journal, July 2012


Tuning acid–base cooperativity to create next generation silica-supported organocatalysts
journal, December 2013


Effect of additives on the proline-catalyzed ketone–aldehyde aldol reactions
journal, January 2006


Hydration Equilibrium Constants of Aldehydes, Ketones and Quinazolines
journal, July 2005

  • Hilal, S. H.; Bornander, L. L.; Carreira, L. A.
  • QSAR & Combinatorial Science, Vol. 24, Issue 5
  • DOI: 10.1002/qsar.200430913

Boronic Acid-Based Hydrogels Undergo Self-Healing at Neutral and Acidic pH
journal, January 2015


Spontaneous autoxidation of dopamine
journal, January 1995

  • Herlinger, Erwin; Jameson, Reginald F.; Linert, Wolfgang
  • Journal of the Chemical Society, Perkin Transactions 2, Issue 2
  • DOI: 10.1039/p29950000259

Total synthesis of artochamins F, H, I, and J through cascade reactions
journal, May 2008


cis -Specific Hydrofluorination of Alkenylarenes under Palladium Catalysis through an Ionic Pathway
journal, March 2014

  • Emer, Enrico; Pfeifer, Lukas; Brown, John M.
  • Angewandte Chemie International Edition, Vol. 53, Issue 16
  • DOI: 10.1002/anie.201310056

cis -Specific Hydrofluorination of Alkenylarenes under Palladium Catalysis through an Ionic Pathway
journal, March 2014

  • Emer, Enrico; Pfeifer, Lukas; Brown, John M.
  • Angewandte Chemie, Vol. 126, Issue 16
  • DOI: 10.1002/ange.201310056

Ligand-Controlled C(sp3)-H Arylation and Olefination in Synthesis of Unnatural Chiral  -Amino Acids
journal, March 2014