Premium
Does Cyanoacetylene Dimerize Thermally to 1,3‐Cyclobutadiene‐1,2‐dicarbonitrile?
Author(s) -
Witulski Bernhard,
Ernst Ludger,
Jones Peter G.,
Hopf Henning
Publication year - 1989
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.198912791
Subject(s) - cyanoacetylene , cyclobutadiene , adduct , chemistry , benzene , reagent , photochemistry , computational chemistry , organic chemistry , molecule
“Perhaps” is the answer to the question posed in the title. What is heating cyanoacetylene 1 to 160 °C in benzene leads to intermediates ( 2 a, b ) that behave like cyclobutadiene‐l, 2‐dicarbonitrile. This has now been demon strated in the presence of the trapping reagent [2.2]paracyclophane, resulting in the Diels‐Alder adducts of 2 a and 2b .
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom