By George E. Ryschkewitsch
The guts of recent chemistry is the correlation of the homes of drugs with the buildings of the atoms, molecules, ions, and crystals of which the components are composed. As chemists have discovered an increasing number of about the constitution of subject and the style within which the buildings of fabrics be certain their homes, the technological know-how of chemistry has correspondingly moved progressively from the empiricism of a brand new and immature self-discipline towards the deductive personality of a well-developed and mature technological know-how. for that reason and due to the distinction of Professor Ryschke-witsch's remedy of the topic, we're happy to give "Chemical Bonding and the Geometry of Molecules" as an immense addition to our sequence chosen issues in glossy Chemistry.
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Extra resources for Chemical bonding and the geometry of molecules
Synthesis 1995,501. ]. Org. Chem. 1996, 61,6189. ; Taddei, M. Tetrahedron Lett. 2001, 42,3519. 20 Barton-McCombie deoxygenation reaction Deoxygenation of alcohols by means of radical scission of their corresponding thiocarbonyl intermediates. PhH, reflux .. 5 nBu 3 R1 RZ~S/ ~-scission n-Bu 3Sn,S -----.. oAs/' hydrogen atom abstraction" + R1 RzA H n-Bu3SnSMe + + o=c=si References 1. 2. 3. 4. 5. 6. Barton, D. H. ; McCombie, S. ]. Chem. , Perkin Trans. 1 1975, 1574. Zard, S. Z. Angew. , Int. Ed. Engl.
Mendeleev Commun. 2001,144. 17 Bargellini reaction Synthesis of hindered morpholinones and piperazinones from acetone and 2-amino-2-methyl-l-propanol or 1,2-diaminopropanes. NaOH, CHCI 3 deprotonation • x = 0, NR • • References 1. 2. 3. 4. 5. 6. BargelIini, G. Gazz. ltal. 1906, 36, 329. Lai, 1. ]. Org. Chem. 1980, 45, 754. Lai,1. T. Synthesis 1981, 754. Lai, J. T. ibid. 1984, 122. Lai, J. T. ibid. 1984, 124. Rychnovsky, S. ; Kwan, T. ]. Org. Chem. 1998, 63,6363. 18 Bartoli indole synthesis W ~ ~ I N H R BrMg -- W J= Qi~ZJJ R R 0 - [3,31-sigmatropic rearrangement BrMg J"= [3,31-sigmatropic rearrangement ~~R I ~ ~ R N \ OMgBr MgBr workup MgBr W ~ R References I.
Roberts, B. P. Tetrahedron Lett. 2001, 42, 763. 21 Barton nitrite photolysis OAc OAc OAc o 0 0 OAc OAc 0 0 -Hel .. 0 o OAc hv homolytic 0 1,5-hydrogen .. cleavage -ON- abstraction OAc OAc o o o Nitric oxide radical is a stable, and therefore, long-lived radical o nitro so intermediate 22 OAe tautomerization • o References 1. 2. 3. 4. 5. 6. Barton, D. H. ; Beaton, J. ; Geller, L. ; Pechet, M. M. ]. Am. Chem. Soc. 1960, 82,2640. Barton, D. H. ; Beaton, 1. ; Geller, L. ; Pechet, M. M. ibid. 1960, 82, 2641.