Synthesis and Elaboration of All??cis??1, 2, 4, 5??Tetrafluoro??3??Phenylcyclohexane: A Polar Cyclohexane Motif

…, M Bühl, AMZ Slawin, D O'Hagan

Index: Durie, Alastair J.; Fujiwara, Tomoya; Cormanich, Rodrigo; Buehl, Michael; Slawin, Alexandra M. Z.; O'Hagan, David Chemistry - A European Journal, 2014 , vol. 20, # 21 p. 6259 - 6263

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Citation Number: 12

Abstract

Abstract A stereocontrolled synthesis of all-cis-1, 2, 4, 5-tetrafluoro-3-phenylcyclohexane is developed as the first functionalised example of this polar cyclohexane motif. The dipolar nature of the ring, arising due to two 1, 3-diaxial C [BOND] F bonds, is revealed in the solid- state (X-ray) structure. The orthogonal conformation of the aryl and cyclohexyl rings in all-cis- 1, 2, 4, 5-tetrafluoro-3-phenylcyclohexane, and in an ortho-nitro derivative, result in ...