2010
DOI: 10.3184/030823410x12795612532727
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Synthesis and Structures of 8-Benzyl[2.2]Metaparacyclophanes

Abstract: A convenient preparation of 8-benzyl[2.2]metaparacyclophanes using TiCl 4 catalysed Friedel-Crafts benzylation of arenes with 8-bromomethyl[2.2]metaparacyclophane is described. The structures of these novel 8-benzyl[2.2]metaparacyclophanes in solution are also discussed. [2.2]MPCP ([2.2]metaparacyclophane) was first prepared 1 via acid-catalysed rearrangement of [2.2]paracyclophane. Since then, [2.2] of MPCP has been prepared by other synthetic methods. 2-9 A versatile procedure, appropriate for the synthesis … Show more

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Cited by 3 publications
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“…Only a single Scheme 1: Nitration of [2.2]paracyclophane (1) and the synthesis of 4-hydroxy-5-nitro [2.2]metaparacyclophane (5) and the cyclohexadienone cyclophane 6 (average yield from more than three repeats quoted). group regularly publishes in this area [24][25][26][27][28][29][30][31]. Yet [2.2]metaparacyclophane (3) has a fascinating structure that mix the characteristics of both meta-and paracyclophane [32].…”
Section: Introductionmentioning
confidence: 99%
“…Only a single Scheme 1: Nitration of [2.2]paracyclophane (1) and the synthesis of 4-hydroxy-5-nitro [2.2]metaparacyclophane (5) and the cyclohexadienone cyclophane 6 (average yield from more than three repeats quoted). group regularly publishes in this area [24][25][26][27][28][29][30][31]. Yet [2.2]metaparacyclophane (3) has a fascinating structure that mix the characteristics of both meta-and paracyclophane [32].…”
Section: Introductionmentioning
confidence: 99%