Formation of Cyclic Allenes and Cumulenes by Cooperative Addition of Frustrated Lewis Pairs to Conjugated Enynes and Diynes | Zendy

Mömming Cornelia M. | Zendy; Kehr Gerald | Zendy; Wibbeling Birgit | Zendy; Fröhlich Roland | Zendy; Schirmer Birgitta | Zendy; Grimme Stefan | Zendy; Erker Gerhard | Zendy

Premium

Formation of Cyclic Allenes and Cumulenes by Cooperative Addition of Frustrated Lewis Pairs to Conjugated Enynes and Diynes

Author(s) -

Mömming Cornelia M.,

Kehr Gerald,

Wibbeling Birgit,

Fröhlich Roland,

Schirmer Birgitta,

Grimme Stefan,

Erker Gerhard

Publication year - 2010

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200906697

Subject(s) - frustrated lewis pair , intramolecular force , conjugated system , chemistry , ring (chemistry) , lewis acids and bases , yield (engineering) , stereochemistry , medicinal chemistry , organic chemistry , catalysis , materials science , polymer , metallurgy

Eight, not six : The intramolecular frustrated Lewis pair 1 reacts with conjugated enynes and diynes by 1,4‐addition to yield the corresponding eight‐membered cyclic allenes 2 and cumulenes 3 , respectively. The thermodynamically more favorable 1,2‐addition (formation of six‐membered‐ring products) is not observed, which indicates that the observed addition is a kinetically controlled reaction.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research