24157-79-7Relevant articles and documents
Shape-selective Synthesis of 2,6-Diisopropylnaphthalene over H-Mordenite Catalyst
Katayama, Atsuhiko,Toba, Makoto,Takeuchi, Genki,Mizukami, Fujio,Niwa, Shu-ichi,Mitamura, Shuichi
, p. 39 - 40 (1991)
2,6-Diisopropylnaphthalene is selectively produced in the liquid phase alkylation of naphthalene with propene or propan-2-ol over H-mordenite catalyst.
C-C Bond-Forming and Bond-Breaking Processes from the Reaction of Diesters with Me3SnLi. Synthesis of Complex Bridged Polycycles and Dialkyl Aromatic Compounds
Martínez-García, Lucas,Lobato, Rubén,Prado, Gustavo,Monje, Pablo,Sardina, F. Javier,Paleo, M. Rita
, p. 1887 - 1897 (2019/02/14)
1,2-Aromatic diesters can be transformed into strained bridged polycyclic structures by a two-step procedure consisting of an initial reductive alkylation promoted by alkaline metals, followed by a reaction of the resulting unsaturated diesters with Me3SnLi. We propose that a stanna-Brook rearrangement plays a fundamental role in the formation of the polycyclic organotin acetals obtained. These unusual compounds could be further functionalized by tin-lithium exchange followed by alkylation of the newly formed tertiary carbanion. Alternatively, dialkylated aromatic hydrocarbons have been prepared via a decarbonilation reaction promoted by Me3SnLi. 1,4-Aromatic diesters were reductively dialkylated and then transformed into norbornadienone derivatives by reaction with Me3SnLi. Several stable dibenzonorbornadienones 41 have been prepared in just two steps starting from anthracene 38. The corresponding naphthalene analogues gave 1,4-dialkylnaphthalenes. The synthetic protocols described provide access to structures that are not easily obtained through existing synthetic methodologies.
Shape-selective synthesis of 2,6-diisopropylnaphthalene on H-mordenite catalysts
Brzozowski, Robert,Buijs, Wim
experimental part, p. 181 - 187 (2012/10/07)
To finally dispel any doubts on the shape-selective formation of 2,6-diisopropylnaphthalene (2,6-DIPN) over H-MOR zeolites, naphthalene alkylation was carried out over high-silica H-MOR catalysts with propylene or isopropanol as an alkylating agent and with or without cyclohexane as a solvent. Isomeric composition of DIPN's, determined by one-dimensional GC analysis, was additionally confirmed with advanced two-dimensional GC × GC. Our results proved beyond any doubt shape-selective formation of 2,6-DIPN over these H-MOR catalysts from naphthalene and propylene and without cyclohexane as a solvent. The DIPN mixture contained 60-64% 2,6-DIPN, and the ratio of 2,6-DIPN/2,7-DIPN was in the range 2.5-2.8. We also showed that shape-selective formation of 2,6-DIPN over H-MOR catalyst was depressed by using isopropanol instead of propylene and in the presence of cyclohexane.
