C-H Bond Activation by Sulfated Zirconium Oxide is Mediated by a Sulfur-Centered Lewis Superacid Article Swipe
Yutthana Lakliang
,
Alexander A. Kolganov
,
Michael N. Groves
,
Orson L. Sydora
,
Evgeny A. Pidko
,
Matthew P. Conley
·
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.26434/chemrxiv-2024-w7r50
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.26434/chemrxiv-2024-w7r50
Sulfated zirconium oxide (SZO) catalyzes the hydrogenolysis of isotactic polypropylene (iPP, Mn = 13.3 kDa, Đ = 2.4, = 94 %) or high-density polyethylene (HDPE, Mn = 2.5 kDa, Đ = 3.6) to branched alkane products. We propose that this reactivity is driven by the pyrosulfate sites SZO, which open under mild reaction conditions to transiently form adsorbed SO3 and sulfate groups. This adsorbed SO3 is a very strong Lewis acid that binds 15N-pyridine or tri-ethylphosphineoxide (TEPO) (Eads > –39 kcal mol-1), reacts with Ph3CH to form Ph3C+, and mediates H/D exchange in dihydroanthracene-d4. DFT studies show that pyrosulfate sites have a modest 26.1 kcal mol-1 barrier to form the adsorbed SO3 and sulfate in the presence of a tetramer of propylene. Hydride abstraction from the tertiary C–H in this model is exo-thermic and subsequent -scission forms cleaved products. Analysis of the energetics provided here brackets the hydride ion affinity (HIA) of the adsorbed SO3 between 226.2 to 237.9 kcal mol-1, among largest values reported for a Lewis acid. This study explains how SZO, a classic heterogeneous catalyst whose activity is often attributed to Brønsted acidity, can form carbocations by a redox neutral hydride abstraction reaction by very strong Lewis sites.
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- Type
- preprint
- Language
- en
- Landing Page
- https://doi.org/10.26434/chemrxiv-2024-w7r50
- https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/671f97001fb27ce124d7ccee/original/c-h-bond-activation-by-sulfated-zirconium-oxide-is-mediated-by-a-sulfur-centered-lewis-superacid.pdf
- OA Status
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- Related Works
- 10
- OpenAlex ID
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Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W4403898903Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.26434/chemrxiv-2024-w7r50Digital Object Identifier
- Title
-
C-H Bond Activation by Sulfated Zirconium Oxide is Mediated by a Sulfur-Centered Lewis SuperacidWork title
- Type
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preprintOpenAlex work type
- Language
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enPrimary language
- Publication year
-
2024Year of publication
- Publication date
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2024-10-30Full publication date if available
- Authors
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Yutthana Lakliang, Alexander A. Kolganov, Michael N. Groves, Orson L. Sydora, Evgeny A. Pidko, Matthew P. ConleyList of authors in order
- Landing page
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https://doi.org/10.26434/chemrxiv-2024-w7r50Publisher landing page
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https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/671f97001fb27ce124d7ccee/original/c-h-bond-activation-by-sulfated-zirconium-oxide-is-mediated-by-a-sulfur-centered-lewis-superacid.pdfDirect link to full text PDF
- Open access
-
YesWhether a free full text is available
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goldOpen access status per OpenAlex
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https://chemrxiv.org/engage/api-gateway/chemrxiv/assets/orp/resource/item/671f97001fb27ce124d7ccee/original/c-h-bond-activation-by-sulfated-zirconium-oxide-is-mediated-by-a-sulfur-centered-lewis-superacid.pdfDirect OA link when available
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Superacid, Sulfur, Zirconium oxide, Zirconium, Lewis acids and bases, Sulfation, Chemistry, Oxide, Catalysis, Inorganic chemistry, Organic chemistry, BiochemistryTop concepts (fields/topics) attached by OpenAlex
- Cited by
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0Total citation count in OpenAlex
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10Other works algorithmically related by OpenAlex
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| abstract_inverted_index.kDa, | 14, 28 |
| abstract_inverted_index.kcal | 80, 104, 159 |
| abstract_inverted_index.mild | 51 |
| abstract_inverted_index.open | 49 |
| abstract_inverted_index.show | 96 |
| abstract_inverted_index.that | 38, 71, 97 |
| abstract_inverted_index.this | 39, 129 |
| abstract_inverted_index.very | 67, 197 |
| abstract_inverted_index.with | 83 |
| abstract_inverted_index.(Eads | 77 |
| abstract_inverted_index.(HIA) | 150 |
| abstract_inverted_index.(SZO) | 3 |
| abstract_inverted_index.(iPP, | 10 |
| abstract_inverted_index.226.2 | 156 |
| abstract_inverted_index.237.9 | 158 |
| abstract_inverted_index.C–H | 127 |
| abstract_inverted_index.Lewis | 69, 167, 199 |
| abstract_inverted_index.Ph3CH | 84 |
| abstract_inverted_index.acid. | 168 |
| abstract_inverted_index.among | 161 |
| abstract_inverted_index.binds | 72 |
| abstract_inverted_index.forms | 136 |
| abstract_inverted_index.model | 130 |
| abstract_inverted_index.mol-1 | 105 |
| abstract_inverted_index.often | 181 |
| abstract_inverted_index.oxide | 2 |
| abstract_inverted_index.redox | 191 |
| abstract_inverted_index.sites | 46, 99 |
| abstract_inverted_index.study | 170 |
| abstract_inverted_index.under | 50 |
| abstract_inverted_index.which | 48 |
| abstract_inverted_index.whose | 178 |
| abstract_inverted_index.–39 | 79 |
| abstract_inverted_index.(HDPE, | 24 |
| abstract_inverted_index.(TEPO) | 76 |
| abstract_inverted_index.Ph3C+, | 87 |
| abstract_inverted_index.alkane | 34 |
| abstract_inverted_index.driven | 42 |
| abstract_inverted_index.modest | 102 |
| abstract_inverted_index.mol-1, | 160 |
| abstract_inverted_index.reacts | 82 |
| abstract_inverted_index.sites. | 200 |
| abstract_inverted_index.strong | 68, 198 |
| abstract_inverted_index.values | 163 |
| abstract_inverted_index.Hydride | 122 |
| abstract_inverted_index.barrier | 106 |
| abstract_inverted_index.between | 155 |
| abstract_inverted_index.classic | 175 |
| abstract_inverted_index.cleaved | 137 |
| abstract_inverted_index.groups. | 61 |
| abstract_inverted_index.hydride | 147, 193 |
| abstract_inverted_index.largest | 162 |
| abstract_inverted_index.mol-1), | 81 |
| abstract_inverted_index.neutral | 192 |
| abstract_inverted_index.propose | 37 |
| abstract_inverted_index.studies | 95 |
| abstract_inverted_index.sulfate | 60, 113 |
| abstract_inverted_index.Analysis | 139 |
| abstract_inverted_index.Sulfated | 0 |
| abstract_inverted_index.acidity, | 185 |
| abstract_inverted_index.activity | 179 |
| abstract_inverted_index.adsorbed | 57, 63, 110, 153 |
| abstract_inverted_index.affinity | 149 |
| abstract_inverted_index.brackets | 145 |
| abstract_inverted_index.branched | 33 |
| abstract_inverted_index.catalyst | 177 |
| abstract_inverted_index.exchange | 91 |
| abstract_inverted_index.explains | 171 |
| abstract_inverted_index.mediates | 89 |
| abstract_inverted_index.presence | 116 |
| abstract_inverted_index.provided | 143 |
| abstract_inverted_index.reaction | 52, 195 |
| abstract_inverted_index.reported | 164 |
| abstract_inverted_index.tertiary | 126 |
| abstract_inverted_index.tetramer | 119 |
| abstract_inverted_index.-scission | 135 |
| abstract_inverted_index.Brønsted | 184 |
| abstract_inverted_index.catalyzes | 4 |
| abstract_inverted_index.isotactic | 8 |
| abstract_inverted_index.products. | 35, 138 |
| abstract_inverted_index.zirconium | 1 |
| abstract_inverted_index.attributed | 182 |
| abstract_inverted_index.conditions | 53 |
| abstract_inverted_index.energetics | 142 |
| abstract_inverted_index.propylene. | 121 |
| abstract_inverted_index.reactivity | 40 |
| abstract_inverted_index.subsequent | 134 |
| abstract_inverted_index.abstraction | 123, 194 |
| abstract_inverted_index.exo-thermic | 132 |
| abstract_inverted_index.pyrosulfate | 45, 98 |
| abstract_inverted_index.transiently | 55 |
| abstract_inverted_index.15N-pyridine | 73 |
| abstract_inverted_index.carbocations | 188 |
| abstract_inverted_index.high-density | 22 |
| abstract_inverted_index.polyethylene | 23 |
| abstract_inverted_index.heterogeneous | 176 |
| abstract_inverted_index.polypropylene | 9 |
| abstract_inverted_index.hydrogenolysis | 6 |
| abstract_inverted_index.dihydroanthracene-d4. | 93 |
| abstract_inverted_index.tri-ethylphosphineoxide | 75 |
| cited_by_percentile_year | |
| countries_distinct_count | 2 |
| institutions_distinct_count | 6 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/6 |
| sustainable_development_goals[0].score | 0.75 |
| sustainable_development_goals[0].display_name | Clean water and sanitation |
| citation_normalized_percentile.value | 0.18744483 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | False |