Influence of the difluoromethylene group (CF2) on the conformation and properties of selected organic compounds

David O'Hagan; Yi Wang; Maciej Skibinski; Alexandra M. Z. Slawin

doi:10.1351/PAC-CON-11-09-26

Influence of the difluoromethylene group (CF2) on the conformation and properties of selected organic compounds

David O'Hagan, Yi Wang, Maciej Skibinski, Alexandra M. Z. Slawin

Research output: Contribution to journal › Article › peer-review

Abstract

The CF2 group has found applications as a substituent in all classes of organic chemical products from medicinal products to materials, although it is less frequently encountered than the C-F and CF3 substituents. In this review, the geometric influence of placing two fluorine atoms on carbon is considered and in particular, deviations from tetrahedral geometry are noted. The incorporation of the CF2 group into CF2 phosphonates as phosphate mimics is reviewed and the geometric and steric influences of the CF2 group are considered when the substituent is placed within aliphatic chains and aliphatic ring (cyclo dodecane) systems.

Original language	English
Pages (from-to)	1587-1595
Number of pages	9
Journal	Pure and Applied Chemistry
Volume	84
Issue number	7
DOIs	https://doi.org/10.1351/PAC-CON-11-09-26
Publication status	Published - 2012

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abstract = "The CF2 group has found applications as a substituent in all classes of organic chemical products from medicinal products to materials, although it is less frequently encountered than the C-F and CF3 substituents. In this review, the geometric influence of placing two fluorine atoms on carbon is considered and in particular, deviations from tetrahedral geometry are noted. The incorporation of the CF2 group into CF2 phosphonates as phosphate mimics is reviewed and the geometric and steric influences of the CF2 group are considered when the substituent is placed within aliphatic chains and aliphatic ring (cyclo dodecane) systems.",

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AU - Slawin, Alexandra M. Z.

PY - 2012

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AB - The CF2 group has found applications as a substituent in all classes of organic chemical products from medicinal products to materials, although it is less frequently encountered than the C-F and CF3 substituents. In this review, the geometric influence of placing two fluorine atoms on carbon is considered and in particular, deviations from tetrahedral geometry are noted. The incorporation of the CF2 group into CF2 phosphonates as phosphate mimics is reviewed and the geometric and steric influences of the CF2 group are considered when the substituent is placed within aliphatic chains and aliphatic ring (cyclo dodecane) systems.

U2 - 10.1351/PAC-CON-11-09-26

DO - 10.1351/PAC-CON-11-09-26

M3 - Article

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SP - 1587

EP - 1595

JO - Pure and Applied Chemistry

JF - Pure and Applied Chemistry

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ER -

Influence of the difluoromethylene group (CF2) on the conformation and properties of selected organic compounds

Abstract

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