“Π-Tilting” in bridged polycyclic compounds

✍ Scribed by K. Mackenzie; A.S. Miller; K.W. Muir; Lj. Majojlović-Muir

• Book ID: 104220095
• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 261 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)86247-4

✦ Synopsis

X-ray analysis reveals non-planarity around the common x-bond in each stereoisomer of a fused norbomene-norcarene system. Products of acid-and of base hydrolysis of halogenated norcarenes with relevance to the occurrence of benzocyclopropenes, are discussed. Interest in the occurrence, 1,2 magnitude2 and origins 3 of "x-tilting" in compounds (e.g.+.&)2 containing a fused bicyclic ring sharing a common double-bond, and similar to that in --sesquinorbomene2, la with the relevance it has to the phenomena of a-orbital extension, and exe-selectivity in reactions of norbomenes, 4 -prompts us to report contrasting results of All benzonorbornadiene derivatives characterised by i.r., 1 H nmr m/e and/or C,H composition of simple cycle-adducts. cf. Reimer-Tiemann formylation.