ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Aluminium Chloride-catalysed Skeleton Rearrangements of Dinaphtho[2,1-b: 1′,2′-d]furan. Dinaphtho[2,1-b:1′,2′-d]thiophene, and Dinaphtho[1,2-b: 1′,2′-d]thiopheneWith aluminum chloride dinaphtho[2,1-b: 1′,2′-d]furan (2) rearranges to dinaphtho[1,2-b: 1′,2′-d]furan (5) and 1-hydroxybenzo[j]fluoranthene (7), although in very low yield. Dinaphtho[2,1-b: 1′,2′-d]thiophene (3) with aluminum chloride gives dinaphtho[1,2-b:2′,1′-d]thiophene (8) and perylo[1,12-bcd]thiophene (9). Dinaphtho[1,2-b: 1′,2′-d]thiophene (6) yields exclusively the dinaphtho-thiophene 8. The dinaphthothiophenes 3 and 6 can be obtained by photocyclisation of di-2-naphthyl sulfide (10) and 1-naphthyl 2-naphthyl sulfide (11), respectively.
Notes:
Mit Aluminiumchlorid lagert sich in allerdings sehr geringen Ausbeuten Dinaphtho[2,1-b: 1′,2′-d]furan (2) in Dinaphtho[1,2-b: 1′,2′-d]furan (5) sowie 1-Hydroxybenzo[j]fluoranthen (7) um. Aus Dinaphtho[2,1-b: 1′,2′-d]thiophen (3) entstehen mit Aluminiumchlorid Dinaphtho[1,2-b:2′,1′-d]thiophen (8) und Perylo[1,12-bcd]thiophen (9), aus Dinaphtho[1,2-b: 1′,2′-d]thiophen (6) bildet sich nur das Dinaphthothiophen 8. Die Dinaphthothiophene 3 und 6 lassen sich durch Photocyclisierung von Di-2-naphthylsulfid (10) bzw. 1-Naphthyl-2-naphthylsulfid (11) darstellen.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19771100127
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