Preparative Organic Photochemistry

by Alexander Schönberg, Günther O. Schenck (With), Otto-Albrecht Neumüller (With)

Overview

(Abridged and translated) Organic phohemistry may be divided into three parts: theory which is the province of the physical chemist; instrumentation which requires the skill of both physicist and engineer; and preparation which falls within the sphere of the organic chemist. At one time the same person could cover all three fields without too much difficulty, but this has now become virtually impossible because the disciplines involved have expanded in both breadth and depth; it is there­ fore timely to have a separate treatment of preparative organic photo­ chemistry. There appears to be no review of the main phohemical reactions which includes the advances made in recent years available to the organic chemist working in the preparative field. An exception is the excellent "Phohemical Reactions" by C. R. MASSON, V. BOEKELHEIDE and W. A. NoYES JR., published in 1956, which gives a brief review of the reactions which are important in preparative organic phohemistry. The present monograph on the other hand seeks to provide a detailed survey for the chemist; the author does not set out to discuss every photo­ chemical reaction in the field of organic chemistry but he does include in addition to those of current interest in the preparative field some which are likely to be of interest in the future and which result in single end-products of known composition. The phohemical synthesis of highly polymerized products falls outside the scope of the work.

Product Details

ISBN-13:	9783642879203
Publisher:	Springer Berlin Heidelberg
Publication date:	04/14/2012
Edition description:	Softcover reprint of the original 1st ed. 1968
Pages:	608
Product dimensions:	5.98(w) x 9.02(h) x 0.05(d)

Table of Contents

1 Photoisomerization of unsaturated systems proceeding with the formation of four-membered homocyclic rings.- 2 Photoisomerization of dienes and trienes not leading to the formation of cyclobutane derivatives.- 3 Photoisomerization of aldehydes and ketones not leading to the formation of oxygen heterocycles.- 4 Various photoisomerizations of ketones, esters and halides.- 5 Photoisomerizations involving formation and transformation of five or six membered heterocyclic oxygen compounds.- 6 Photoisomerizations involving nitrogen compounds.- 7 Phohemical stereoisomerization.- 8 Photodimerization with formation of cyclobutane derivatives (Cyclodimerization).- 9 Photodimerizations involving formation of eight-membered rings.- 10 Various photodimerizations involving aldehydes, halides and thiocarbonyl compounds.- 11 Cycloaddition of alkenes or alkynes to other alkenes or aromatic nuclei leading to the formation of four-membered rings. Photolyses involving retro-cycloaddition.- 12 Phohemical cycloaddition of 1,2-quinones, 1,2-diketones and 1,2,3-triketones to multiple bonds.- 13 Phohemical cyclization of aromatic compounds via elimination of hydrogen and/or halogen atoms. Formation of carbocycles.- 14 Phohemical dehydrocyclization of aromatic compounds via elimination of hydrogen atoms. Formation of heterocycles.- 15 Phohemical dehydrodimerization.- 16 Phohemical dehydrogenation.- 17 Phohemical additions to carbon-carbon multiple bonds not resulting in ring formation.- 18 Phohemical addition reactions of 1,4- and 1,2-quinones with alkylbenzenes or with ethers.- 19 Phohemical additions of aldehydes to quinones, quinone imines and quinone oximes.- 20 Photoreductions with the aid of alcohols, ethers and other hydrogen donors.- 21 Formation of carbinols by phohemical addition of ketones and aldehydes to methylene groups.- 22 Phohemical formation and photolysis of 1,2-ethanediols.- 23 Phohemistry of deoxybenzoin derivatives.- 24 Phohemical decarbonylation.- 25 Phohemical formation and reactions of carboxylic acids and their derivatives.- 26 Phohemical reactions with N-halogenated amines.- 27 Phohemical transformations of organic nitrites.- 28 Phohemical dealkylation of nitrogen compounds.- 29 Phohemical introduction of cyano and nitroso groups.- 30 Phohemical transformations of unsaturated nitro compounds.- 31 Light-induced reactions of diazoalkanes, diazirines and related compounds.- 32 Phohemical syntheses with diazoketones, quinone diazides and iminoquinone diazides.- 33 Phohemical syntheses with diazonium salts and diazosulfonates.- 34 Synthetic applications of light-induced reactions of azides.- 35 Photolysis of pyrazolines, pyrazoles, azo compounds, 1,2,3-thiadiazoles, and p-benzoquinone diimine N,N?-dioxides.- 36 Miscellaneous light-induced reactions of organic nitrogen compounds.- 37 Photohalogenation.- 38 Phohemical conversions of organic halides.- 39 Phohemical formation of hydroperoxides and peroxides.- 40 Phohemical formation and transformations of epoxides.- 41 Phohemical formation of four membered rings with one oxygen atom (Paternò-Büchi reaction).- 42 Phohemical formation and reactions of furans.- 43 Phohemical formation and transformations of organic sulfur compounds.- 44 Phohemical reactions of organophosphorus and organoarsenic compounds.- 45 Phohemical formation and reactions of organometallic compounds.- 46 Light sources and light filters in preparative organic phohemistry.- A selective bibliography on phohemistry.- Author Index.-Reaction Index.- Sensitizer Index •.- Compound Index.