- Title
- Substitutional isomerism of triisopropylnaphthalenes in the isopropylation of naphthalene. Assignment by gas chromatography and confirmation by DFT calculation
- Creator
- Sugi, Yoshihiro; Premkumar, Selvarajan; Vinu, Ajayan; Joseph, Stalin; Ramadass, Kavitha; Sathish, Clastinrusselraj Indirathankam; Dasireddy, Venkata D. B. C.; Yang, Jae-Hun; Komura, Kenichi; Liu, Qing; Kubota, Yoshihiro
- Relation
- Research on Chemical Intermediates Vol. 48, Issue 2, p. 869-884
- Publisher Link
- http://dx.doi.org/10.1007/s11164-021-04598-1
- Publisher
- Springer
- Resource Type
- journal article
- Date
- 2022
- Description
- Triisopropylnaphthalene isomers (TriIPN) formed in the isopropylation of naphthalene (NP) and 2,6-/2,7-diisopropylnaphthalenes (2,6-/2,7-DIPN) over BEA300 and FAU80 zeolites with 300 and 80 of SiO2/Al2O3 ratio, respectively, were assigned by gas chromatography based on their reaction pathways: this is the first systematic assignment of four TriIPN isomers: 1,3,7-, 1,3,6-, 1,4,6-, and 1,3,5-isomers. 1,3,7- and 1,3,6-TriIPN were assigned from their predominant formation in the isopropylation of 2,6-/2,7-DIPN over BEA300, respectively. 1,4,6- and 1,3,5-TriIPN were assigned from reaction pathway of the isopropylation of NP over FAU80 at lower temperatures and/or in the initial stages: 1,4,6-TriIPN are formed predominantly from 1,4- and 1,7-DIPN: 1,4-DIPN is a major precursor for 1,4,6-TriIPN and 1,7-DIPN also gives 1,4,6-DIPN by the preferential attack of isopropyl carbenium cation to electron-rich C4-position. DFT calculation confirmed that high electron density at the C4-position of 1,7-DIPN compared to the C5-position plays a critical role in the predominant formation of 1,4,6-TriIPN.
- Subject
- heterogeneous catalysis; alkylation; zeolites; naphthalene; triisopropylnaphthalene; substitutional isomerism
- Identifier
- http://hdl.handle.net/1959.13/1464683
- Identifier
- uon:47076
- Identifier
- ISSN:0922-6168
- Language
- eng
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