By Zvi Rappoport, Joel F. Liebman
The Chemistry of Cyclobutanes presents a detailed and finished assessment of cyclobutanes and contains chapters at the theoretical and computational foundations; on analytical and spectroscopical elements with committed chapters on Mass Spectrometry, NMR and IR/UV. There also are large software examples permitting the reader to assemble either a theoretical and functional understanding.The Chemistry of useful teams sequence used to be initially based through Saul Patai (1918-1998) and within the 39 years of publishing has produced greater than a hundred volumes, offering notable experiences on all features of sensible teams together with analytical, actual and artificial and utilized chemistry. Saul Patai has been helped by means of striking editors, specially Zvi Rappoport who has now taken accountability for the sequence to proceed the culture of manufacturing prime quality studies with editors comparable to Y. Apeloig, I. Marek and J. Liebman.
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Additional resources for The Chemistry of Cyclobutanes (Chemistry of Functional Groups)
55 56 59 60 63 . . 72 73 74 74 I. INTRODUCTION AND SCOPE Cyclobutadiene (1) has been a tremendous synthetic challenge for generations of organic chemists for more than one hundred years since the first unsuccessful attempts of Kekul´e and Willst¨atter1 – 5 . This small and deceptively simple, but extremely interesting molecular system was rightfully characterized by Cram and coworkers6 as ‘The Mona Lisa of Organic Chemistry’, because of its ability to elicit wonder, to stimulate imagination and, last but not least, by its enigmatic elusiveness and numerous outstanding features.
II. ANTIAROMATICITY OF FOUR-MEMBERED RINGS . . . . . . A. A Brief History of Cyclobutadiene . . . . . . . . . . . . B. Theoretical Investigations of the Structure of Cyclobutadiene . . . . C. The Physical Origin of Antiaromaticity of Cyclobutadiene . . . . . D. Fused Cyclobutadienes . . . . . . . . . . . . . . . . 1. The spatial and electronic structure of annulenoannulenes . . a. Benzocyclobutadiene: The Mills–Nixon effect . .
B. Wiberg and J. G. Pfeiffer, J. Am. Chem. , 90, 5324 (1968); K. B. Wiberg, V. Z. Williams, Jr. and E. Friedrich, J. Am. Chem. , 90, 5338 (1968). K. B. Wiberg, D. Shobe and G. L. Nelson, J. Am. Chem. , 115, 10645 (1993). D. S. Kabakov and E. Namanworth, J. Am. Chem. , 92, 3234 (1970). D. M. Pawar and E. A. Noe, J. Org. , 63, 2850 (1998); J. R. Durig and S. Shen, Spectrochim. Acta, 56A, 2545 (2000). Estimated HF/6-31G* value: R. J. Berry, R. J. Waltman, J. Pacansky and A. T. Hagler, J. Phys. , 99, 10511 (1995).