Details

Autor(en) / Beteiligte

• Sugi, Yoshihiro
• Premkumar, Selvarajan
• Joseph, Stalin
• Ramadass, Kavitha
• Sathish, Clastinrusselraj Indirathankam
• Dasireddy, Venkata D. B. C.
• Yang, Jae-Hun
• Komura, Kenichi
• Liu, Qing
• Kubota, Yoshihiro
• Vinu, Ajayan

Titel

Substitutional isomerism of triisopropylnaphthalenes in the isopropylation of naphthalene. Assignment by gas chromatography and confirmation by DFT calculation

Ist Teil von

• Research on chemical intermediates, 2022-02, Vol.48 (2), p.869-884

Ort / Verlag

Dordrecht: Springer Netherlands

Erscheinungsjahr

2022

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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 SiO 2 /Al 2 O 3 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 C 4 -position. DFT calculation confirmed that high electron density at the C 4 -position of 1,7-DIPN compared to the C 5 -position plays a critical role in the predominant formation of 1,4,6-TriIPN. Graphic abstract