A Convergent Route to Enantiomerically Pure Higher [ n −2]Triangulanedimethanol Derivatives and [ n ]Triangulanes ( n ≥7) | Zendy

de Meijere Armin | Zendy; Khlebnikov Alexander F. | Zendy; Kozhushkov Sergei I. | Zendy; Miyazawa Kazutoshi | Zendy; Frank Daniel | Zendy; Schreiner Peter R. | Zendy; Rinderspacher B. Christopher | Zendy; Yufit Dmitrii S. | Zendy; Howard Judith A. K. | Zendy

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A Convergent Route to Enantiomerically Pure Higher [ n −2]Triangulanedimethanol Derivatives and [ n ]Triangulanes ( n ≥7)

Author(s) -

de Meijere Armin,

Khlebnikov Alexander F.,

Kozhushkov Sergei I.,

Miyazawa Kazutoshi,

Frank Daniel,

Schreiner Peter R.,

Rinderspacher B. Christopher,

Yufit Dmitrii S.,

Howard Judith A. K.

Publication year - 2004

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.200461166

Subject(s) - rotation (mathematics) , chemistry , mathematics , scheme (mathematics) , power (physics) , crystallography , thermodynamics , materials science , physics , mathematical analysis , geometry

Remarkably high specific rotations, even at 589 nm, are exhibited by the enantiomerically pure σ‐[9]helicenes ( M )‐(−)‐ and ( P )‐(+)‐[9]triangulanes (see scheme). This significant power of rotation, which is in very good agreement with calculated values, must be attributed to the rigid helical framework of σ bonds in these formally saturated hydrocarbons.

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