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Synthesis and Ionization of 1,1‐Dihalogenonaphtho[b]cyclopropenes
Author(s) -
Müller Paul,
Thi Huong Can Nguyen
Publication year - 1981
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.198100029
Subject(s) - chemistry , yield (engineering) , ionization , quenching (fluorescence) , ion , medicinal chemistry , organic chemistry , fluorescence , materials science , physics , quantum mechanics , metallurgy
The synthesis of 1,1‐dichloro and 1,1‐difluoronaphtho[b]cyclopropenes 1 and 2 starting from 4,5‐dimethylenecyclohexene and tetrachloro‐ or 1,2‐dichloro‐3,3‐ difluorocyclopropene, respectively, is described. Both 1 and 2 ionize in cold fluorosulfonic acid to yield stable aromatic cations 3 and 4. Upon quenching with water, 1‐chloronaphtho[b]cyclopropenium ion 3 affords β‐naphthoic acid.
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