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中国科学院研究生院学报 2006
Relationship Between the Optical Rotatory Direction and Structure of the Cyclophane Derivatives
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Abstract:
According to the helix theory, in almost all structures of organic compounds exist helices. The 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 structures and can have a variety of changes. In this type of compound, designated P, M helix (plus or mines helix) is not the only helix existing in the molecule, even is not the helix which has the most substantial contribution to the optical rotation, so some particular analysis should be carried out. After carefully analyzing every helix existing in the structure, we can find their optical rotation behavior is similar to the behavior of all other kinds of optical active organic compounds, and comply well with those rules based on the helix theory. Thus, their optical rotation direction from the absolute configuration can be predicted. Conversely, their absolute configuration can be deduced from the optical rotation direction.