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2,5-Bis(chloro-2,2,6,6-tetramethylpiperidinoboryl)thiophene ( 1 ) and 2,5-bis(chloro-diisopropylaminoboryl) pyrrol ( 4 ) react with two equivalents of 2-lithiothiophenide to yield the corresponding 2,5-diborylheteroarenes ( 2,5 ) in which two boryl groups connect three heteroarenes. After lithiation of the terminal thiophenes of both compounds in 5,5'-position their reactions with the diborylthiophene  1  as well as with diborylpyrrol  4 , lead to tetraboraporphyrinogenes ( 3 ,  6 ), the latter being the first tetraboratetraazaporphyrinogene. By silicon / boron exchange of 1-trimethylsilylimidazol with the 2,5-diborylpyrrol  4  the 2,5-bis(imidazolyldiisopropylamino- boryl)pyrrol  7  is formed, which reacts with BH 3  and BEt 3  to give the N-borane adducts of  7 . The spectroscopic data and four X-ray structure analyses are reported.

[3+1]-Cyclisierungen zu Tetraboraporphyrinogenen / [3+1]-Cycloadditions with Formation of Tetraboraporphyrinogenes