Zeolite-catalyzed ring-shift isomerization of sym-octahydrophenanthrene and conformational isomerization of cis-decahydronaphthalene

Chunshan Song, Kimberly Moffatt

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

This paper reports on two zeolite-catalyzed isomerization reactions of polycyclic hydrocarbons. The first is the transformation of 1,2,3,4,5,6,7,8-octahydrophenanthrene (sym-OHP) to 1,2,3,4,5,6,7,8-octahydroanthracene (sym-OHAn), which we call ring-shift isomerization. Among the Y zeolites and mordenites tested, a proton-form mordenite (HML8) with relatively lower SiO2/Al2O3 ratio afforded a higher yield of sym-OHAn with a higher sym-OHAn/sym-OHP ratio. The best selectivities towards sym-OHAn with HML8 at 250°C are 89-91% at 58-59% conversion of sym-OHP in decalin and in mesitylene solvents. The second is the conversion of cis-decahydronaphthalene (cis-DeHN) to trans-DeHN, which may be called conformational isomerization. For this reaction, a La ion-exchanged Y zeolite (LaHY) displayed the best selectivity with a trans-DeHN/cis-DeHN ratio of over 10 at 250°C.

Original languageEnglish (US)
Pages (from-to)459-466
Number of pages8
JournalMicroporous Materials
Volume2
Issue number5
DOIs
StatePublished - Jan 1 1994

Fingerprint

Zeolites
Isomerization
isomerization
Cyclic Hydrocarbons
rings
shift
selectivity
mesitylene
zeolites
Protons
hydrocarbons
Hydrocarbons
Ions
protons
decalin
ions

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Materials Science(all)
  • Engineering(all)

Cite this

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title = "Zeolite-catalyzed ring-shift isomerization of sym-octahydrophenanthrene and conformational isomerization of cis-decahydronaphthalene",
abstract = "This paper reports on two zeolite-catalyzed isomerization reactions of polycyclic hydrocarbons. The first is the transformation of 1,2,3,4,5,6,7,8-octahydrophenanthrene (sym-OHP) to 1,2,3,4,5,6,7,8-octahydroanthracene (sym-OHAn), which we call ring-shift isomerization. Among the Y zeolites and mordenites tested, a proton-form mordenite (HML8) with relatively lower SiO2/Al2O3 ratio afforded a higher yield of sym-OHAn with a higher sym-OHAn/sym-OHP ratio. The best selectivities towards sym-OHAn with HML8 at 250°C are 89-91{\%} at 58-59{\%} conversion of sym-OHP in decalin and in mesitylene solvents. The second is the conversion of cis-decahydronaphthalene (cis-DeHN) to trans-DeHN, which may be called conformational isomerization. For this reaction, a La ion-exchanged Y zeolite (LaHY) displayed the best selectivity with a trans-DeHN/cis-DeHN ratio of over 10 at 250°C.",
author = "Chunshan Song and Kimberly Moffatt",
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Zeolite-catalyzed ring-shift isomerization of sym-octahydrophenanthrene and conformational isomerization of cis-decahydronaphthalene. / Song, Chunshan; Moffatt, Kimberly.

In: Microporous Materials, Vol. 2, No. 5, 01.01.1994, p. 459-466.

Research output: Contribution to journalArticle

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AB - This paper reports on two zeolite-catalyzed isomerization reactions of polycyclic hydrocarbons. The first is the transformation of 1,2,3,4,5,6,7,8-octahydrophenanthrene (sym-OHP) to 1,2,3,4,5,6,7,8-octahydroanthracene (sym-OHAn), which we call ring-shift isomerization. Among the Y zeolites and mordenites tested, a proton-form mordenite (HML8) with relatively lower SiO2/Al2O3 ratio afforded a higher yield of sym-OHAn with a higher sym-OHAn/sym-OHP ratio. The best selectivities towards sym-OHAn with HML8 at 250°C are 89-91% at 58-59% conversion of sym-OHP in decalin and in mesitylene solvents. The second is the conversion of cis-decahydronaphthalene (cis-DeHN) to trans-DeHN, which may be called conformational isomerization. For this reaction, a La ion-exchanged Y zeolite (LaHY) displayed the best selectivity with a trans-DeHN/cis-DeHN ratio of over 10 at 250°C.

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