Beiträge zur Chemie des Bors, 218 [1] . Über die Reaktion von 9‐Fluorenyliden‐tetramethylpiperidino‐boran mit Nitrilen und Isonitrilen: Azaborafluoranthene und Ketenimino‐azaborolidine | Zendy

Mayer Erwin P. | Zendy; Nöth Heinrich | Zendy

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Beiträge zur Chemie des Bors, 218 [1] . Über die Reaktion von 9‐Fluorenyliden‐tetramethylpiperidino‐boran mit Nitrilen und Isonitrilen: Azaborafluoranthene und Ketenimino‐azaborolidine

Author(s) -

Mayer Erwin P.,

Nöth Heinrich

Publication year - 1993

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19931260708

Subject(s) - chemistry , borane , cycloaddition , medicinal chemistry , ring (chemistry) , boro , stereochemistry , boron , organic chemistry , catalysis

Contributions to the Chemistry of Boron, 218 [1] .–On the Reaction of 9‐Fluorenylidene‐tetramethylpiperidino‐borane with Nitriles and Isonitriles: Azaborafluoranthenes and Ketenimino‐azaborolidines 9‐Fluorenylidene‐tetramethylpiperidino‐borane 1 reacts with nitriles not in a [2 + 2] cycloaddition manner but to form azaborafluoranthenes 3 whose BNC 4 ring shows a C–B–N–C element reminiscent to a butadiene unit as revealed by an X‐ray structure analysis of 3a . An unexpected 3:1 reaction occurs between tert ‐butyl isonitrile and 1 leading to the keteneimino azaborolidine 10 . Its central ring shows an envelope conformation. 1 is fairly inert towards olefins. Out of 5 examples only 1,1‐diethoxyethene gave the [2 + 2] cycloaddition product, i.e. the boretane 4 .

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