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Studies on the thermochemistry of syn- and anti-[2.2] (1,4)Naphthalenophane and dibenzoequinine. Strain energies.

✍ Scribed by J.M. McBride; P.M. Keehn; H.H. Wasserman

Publisher: Elsevier Science
Year: 1969
Tongue: French
Weight: 176 KB
Volume: 10
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)88639-1

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✦ Synopsis

We have recently reported' the preparation of z-2.2naphthalenophane (I) and its conversion, on heating, to the anti-isomer (II). As shown below, only the cyclophane (II) is isolated from the pyrolysis of IV in toluene at 110°2, while in xylene at 140', significant amounts of the E-form (I) are found along with II. Cm irradiation, II is transformed to dibensoequinine (III) which may be reconverted to II when heated in the solid phase at 2000').

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