Novel Structures from Tris(benzocyclobutadieno)cyclohexatriene: Triscyclopropanation and Trisoxacyclopropanation to the First [2.1.2.1.2.1]Hexaannulanes | Zendy

Mohler Debra L. | Zendy; Vollhardt K. Peter C. | Zendy; Wolff Stefan | Zendy

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Novel Structures from Tris(benzocyclobutadieno)cyclohexatriene: Triscyclopropanation and Trisoxacyclopropanation to the First [2.1.2.1.2.1]Hexaannulanes

Author(s) -

Mohler Debra L.,

Vollhardt K. Peter C.,

Wolff Stefan

Publication year - 1995

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199505631

Subject(s) - tris , cyclopropanation , trimethylsilyl , decomposition , derivative (finance) , chemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , biochemistry , financial economics , economics

Surprisingly thermally stable , the hexaannulanes 1 can be heated without decomposition to 200 °C ( 1a ) or 180 °C ( 1b ). They are accessible in good yields from tris(benzocyclobutadieno)cyclohexatriene by cyclopropanation with Et 2 Zn or by epoxidation with 3,3‐dimethyl‐1,2‐dioxacyclopropane, respectively, and were characterized by spectroscopy and X‐ray crystallography in the case of 1a for a hexakis(trimethylsilyl) derivative.

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