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›› 2006, Vol. 23 ›› Issue (1): 39-45.DOI: 10.7523/j.issn.2095-6134.2006.1.007

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Relationship Between the Optical Rotatory Direction and Structure of the Cyclophane Derivatives

YIN Yu-Ying, LIU Chun-Yun, TANG Hui-Tong   

  1. 1.Beijing Institute of Petro-chemical Technology, Beijing 102600

    2.Institute of Organic Chemistry, College of Chemistry, Peking University, Beijing 100871

  • Received:1900-01-01 Revised:1900-01-01 Online:2006-01-15

Abstract: According to the helix theory , In almost all structures of organic compounds exist helices, helix structure is the basic reason of the molecular optical rotation. A left-hand helix will result in left rotation of the plane polarized light and a right-hand helix will result in right rotation of the plane polarized light. The total molecular optical rotatory power (and direction) depends on the algebraic sum of rotations of all helices existed in the molecular structure .Optical active cyclophane derivatives have special structure and can have a variety of change. In this type of compound, designated P, M helix (plus or mines helix ) is not the only helix existed in the molecule, even is not the helix which has the most substantial contribution to the optical rotation, so one should carry out some particular analysis. After carefully analyzing every helix existed in the structure , we can find their optical rotation behavior is similar to the behavior of all other kind of optical active organic compounds, comply well with those rules based on the helix theory, i. e. we can predict their optical rotation direction from the absolute configuration. Conversely, we can deduce their absolute configuration from the optical rotation direction.

Key words: cyclophane, optical activity, optical rotational direction, helix theory

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