An unexpected product in attempted [4 + 2] cycloadditions of 2,2‐diethyl‐4,5‐dimethyl‐2 H ‐imidazole | Zendy

Felderhoff Michael | Zendy; Sustmann Reiner | Zendy; Steller Ingo | Zendy; Boese Roland | Zendy

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An unexpected product in attempted [4 + 2] cycloadditions of 2,2‐diethyl‐4,5‐dimethyl‐2 H ‐imidazole

Author(s) -

Felderhoff Michael,

Sustmann Reiner,

Steller Ingo,

Boese Roland

Publication year - 1995

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.1995199509236

Subject(s) - chemistry , imidazole , dimer , medicinal chemistry , methylene , product (mathematics) , stereochemistry , organic chemistry , geometry , mathematics

2,2‐Diethyl‐4,5‐dimethyl‐2 H ‐imidazole 1 , formally a 1,4‐di‐azadiene, does not produce [4 + 2] cycloadducts with various electronically‐different dienophiles. In the presence of tri‐fluoroacetic acid, it tautomerizes to 2,2‐diethyl‐4‐methyl‐5‐methylene‐3‐imidazoline 2 and forms a dimer, the structure of which was determined by X‐ray crystallography.

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