Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production.
Identifieur interne : 000D18 ( Main/Exploration ); précédent : 000D17; suivant : 000D19Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production.
Auteurs : Wu Lan [Suisse] ; Masoud Talebi Amiri [Suisse] ; Christopher M. Hunston [Suisse] ; Jeremy S. Luterbacher [Suisse]Source :
- Angewandte Chemie (International ed. in English) [ 1521-3773 ] ; 2018.
Abstract
Protection groups were introduced during biomass pretreatment to stabilize lignin's α,γ-diol group during its extraction and prevent its condensation. Acetaldehyde and propionaldehyde stabilized the α,γ-diol without any aromatic ring alkylation, which significantly increased final product selectivity. The subsequent hydrogenolysis catalyzed by Pd/C generated lignin monomers at near-theoretical yields based on Klason lignin (48 % from birch, 20 % from spruce, 70 % from high-syringyl transgenic poplar), and with high selectivity to a single 4-n-propanolsyringol product (80 %) in the case of the poplar. Unlike direct hydrogenation of native wood, hydrogenolysis of protected lignin with Ni/C also led to high selectivity to this single product (78 %), paving the way to high-selectivity lignin upgrading with base metal catalysts. The use of extracted lignin facilitated valorization of polysaccharides, leading to high yields of all three major biomass polymers to a single major product.
DOI: 10.1002/anie.201710838
PubMed: 29210487
Affiliations:
Links toward previous steps (curation, corpus...)
Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production.</title><author><name sortKey="Lan, Wu" sort="Lan, Wu" uniqKey="Lan W" first="Wu" last="Lan">Wu Lan</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author><author><name sortKey="Amiri, Masoud Talebi" sort="Amiri, Masoud Talebi" uniqKey="Amiri M" first="Masoud Talebi" last="Amiri">Masoud Talebi Amiri</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author><author><name sortKey="Hunston, Christopher M" sort="Hunston, Christopher M" uniqKey="Hunston C" first="Christopher M" last="Hunston">Christopher M. Hunston</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author><author><name sortKey="Luterbacher, Jeremy S" sort="Luterbacher, Jeremy S" uniqKey="Luterbacher J" first="Jeremy S" last="Luterbacher">Jeremy S. Luterbacher</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2018">2018</date><idno type="RBID">pubmed:29210487</idno><idno type="pmid">29210487</idno><idno type="doi">10.1002/anie.201710838</idno><idno type="wicri:Area/Main/Corpus">001050</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Corpus" wicri:corpus="PubMed">001050</idno><idno type="wicri:Area/Main/Curation">001050</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Curation">001050</idno><idno type="wicri:Area/Main/Exploration">001050</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production.</title><author><name sortKey="Lan, Wu" sort="Lan, Wu" uniqKey="Lan W" first="Wu" last="Lan">Wu Lan</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author><author><name sortKey="Amiri, Masoud Talebi" sort="Amiri, Masoud Talebi" uniqKey="Amiri M" first="Masoud Talebi" last="Amiri">Masoud Talebi Amiri</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author><author><name sortKey="Hunston, Christopher M" sort="Hunston, Christopher M" uniqKey="Hunston C" first="Christopher M" last="Hunston">Christopher M. Hunston</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author><author><name sortKey="Luterbacher, Jeremy S" sort="Luterbacher, Jeremy S" uniqKey="Luterbacher J" first="Jeremy S" last="Luterbacher">Jeremy S. Luterbacher</name><affiliation wicri:level="3"><nlm:affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</nlm:affiliation><country xml:lang="fr">Suisse</country><wicri:regionArea>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne</wicri:regionArea><placeName><settlement type="city">Lausanne</settlement><region nuts="3" type="region">Canton de Vaud</region></placeName></affiliation></author></analytic><series><title level="j">Angewandte Chemie (International ed. in English)</title><idno type="eISSN">1521-3773</idno><imprint><date when="2018" type="published">2018</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Protection groups were introduced during biomass pretreatment to stabilize lignin's α,γ-diol group during its extraction and prevent its condensation. Acetaldehyde and propionaldehyde stabilized the α,γ-diol without any aromatic ring alkylation, which significantly increased final product selectivity. The subsequent hydrogenolysis catalyzed by Pd/C generated lignin monomers at near-theoretical yields based on Klason lignin (48 % from birch, 20 % from spruce, 70 % from high-syringyl transgenic poplar), and with high selectivity to a single 4-n-propanolsyringol product (80 %) in the case of the poplar. Unlike direct hydrogenation of native wood, hydrogenolysis of protected lignin with Ni/C also led to high selectivity to this single product (78 %), paving the way to high-selectivity lignin upgrading with base metal catalysts. The use of extracted lignin facilitated valorization of polysaccharides, leading to high yields of all three major biomass polymers to a single major product.</div></front></TEI><pubmed><MedlineCitation Status="PubMed-not-MEDLINE" Owner="NLM"><PMID Version="1">29210487</PMID><DateCompleted><Year>2019</Year><Month>03</Month><Day>15</Day></DateCompleted><DateRevised><Year>2019</Year><Month>03</Month><Day>15</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1521-3773</ISSN><JournalIssue CitedMedium="Internet"><Volume>57</Volume><Issue>5</Issue><PubDate><Year>2018</Year><Month>01</Month><Day>26</Day></PubDate></JournalIssue><Title>Angewandte Chemie (International ed. in English)</Title><ISOAbbreviation>Angew Chem Int Ed Engl</ISOAbbreviation></Journal><ArticleTitle>Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production.</ArticleTitle><Pagination><MedlinePgn>1356-1360</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1002/anie.201710838</ELocationID><Abstract><AbstractText>Protection groups were introduced during biomass pretreatment to stabilize lignin's α,γ-diol group during its extraction and prevent its condensation. Acetaldehyde and propionaldehyde stabilized the α,γ-diol without any aromatic ring alkylation, which significantly increased final product selectivity. The subsequent hydrogenolysis catalyzed by Pd/C generated lignin monomers at near-theoretical yields based on Klason lignin (48 % from birch, 20 % from spruce, 70 % from high-syringyl transgenic poplar), and with high selectivity to a single 4-n-propanolsyringol product (80 %) in the case of the poplar. Unlike direct hydrogenation of native wood, hydrogenolysis of protected lignin with Ni/C also led to high selectivity to this single product (78 %), paving the way to high-selectivity lignin upgrading with base metal catalysts. The use of extracted lignin facilitated valorization of polysaccharides, leading to high yields of all three major biomass polymers to a single major product.</AbstractText><CopyrightInformation>© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Lan</LastName><ForeName>Wu</ForeName><Initials>W</Initials><AffiliationInfo><Affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Amiri</LastName><ForeName>Masoud Talebi</ForeName><Initials>MT</Initials><AffiliationInfo><Affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Hunston</LastName><ForeName>Christopher M</ForeName><Initials>CM</Initials><AffiliationInfo><Affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Luterbacher</LastName><ForeName>Jeremy S</ForeName><Initials>JS</Initials><Identifier Source="ORCID">0000-0002-0967-0583</Identifier><AffiliationInfo><Affiliation>Laboratory of Sustainable and Catalytic Processing, Institute of Chemical Sciences and Engineering, École polytechnique fédérale de Lausanne, EPFL, 1015, Lausanne, Switzerland.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2018</Year><Month>01</Month><Day>10</Day></ArticleDate></Article><MedlineJournalInfo><Country>Germany</Country><MedlineTA>Angew Chem Int Ed Engl</MedlineTA><NlmUniqueID>0370543</NlmUniqueID><ISSNLinking>1433-7851</ISSNLinking></MedlineJournalInfo><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="Y">biomass</Keyword><Keyword MajorTopicYN="Y">depolymerization</Keyword><Keyword MajorTopicYN="Y">heterogeneous catalysis</Keyword><Keyword MajorTopicYN="Y">hydrogenolysis</Keyword><Keyword MajorTopicYN="Y">lignin</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2017</Year><Month>10</Month><Day>21</Day></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2017</Year><Month>12</Month><Day>7</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2017</Year><Month>12</Month><Day>7</Day><Hour>6</Hour><Minute>1</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2017</Year><Month>12</Month><Day>7</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">29210487</ArticleId><ArticleId IdType="doi">10.1002/anie.201710838</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Suisse</li></country><region><li>Canton de Vaud</li></region><settlement><li>Lausanne</li></settlement></list><tree><country name="Suisse"><region name="Canton de Vaud"><name sortKey="Lan, Wu" sort="Lan, Wu" uniqKey="Lan W" first="Wu" last="Lan">Wu Lan</name></region><name sortKey="Amiri, Masoud Talebi" sort="Amiri, Masoud Talebi" uniqKey="Amiri M" first="Masoud Talebi" last="Amiri">Masoud Talebi Amiri</name><name sortKey="Hunston, Christopher M" sort="Hunston, Christopher M" uniqKey="Hunston C" first="Christopher M" last="Hunston">Christopher M. Hunston</name><name sortKey="Luterbacher, Jeremy S" sort="Luterbacher, Jeremy S" uniqKey="Luterbacher J" first="Jeremy S" last="Luterbacher">Jeremy S. Luterbacher</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Bois/explor/PoplarV1/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000D18 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 000D18 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Bois
|area= PoplarV1
|flux= Main
|étape= Exploration
|type= RBID
|clé= pubmed:29210487
|texte= Protection Group Effects During α,γ-Diol Lignin Stabilization Promote High-Selectivity Monomer Production.
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/Main/Exploration/RBID.i -Sk "pubmed:29210487" \
| HfdSelect -Kh $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd \
| NlmPubMed2Wicri -a PoplarV1
| This area was generated with Dilib version V0.6.37. |  |