Intramolecular Reactions of Chain Molecules

Advances in Physical Organic Chemistry

Volumn 22, Issue C, 1986, Pages 1-111

  Mandolini, Luigi ^a  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 70349913659     PISSN: 00653160     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0065-3160(08)60167-7     Document Type: Article

References (189)

1. Allinger, N.L., Hu, S., J. Am. Chem. Soc., 83, 1961, 1664.
2. Allinger, N.L., Sprague, J.T., J. Am. Chem. Soc., 94, 1972, 5734.
3. Allinger, N.L., Zalkow, V., J. Org. Chem., 25, 1960, 701.
4. Allinger, N.L., Tribble, M.T., Miller, M.A., Tetrahedron, 28, 1972, 1173.
5. Allinger, N.L., Tribble, M.T., Miller, M.A., Wertz, D.H., J. Am. Chem. Soc., 93, 1971, 1637.
6. Al-Salem, N.A., Empsall, H.D., Markham, R., Shaw, B.L., Weeks, B., J. C. S. Dalton, 1979 1972.
7. Anderegg, G., “Advances in Molecular Relaxation and Interaction Processes”, 18, 1980, Elsevier Scientifi, Publishing, Amsterdam, 79.
8. Baker, W., McOmie, J.F.W., Ollis, W.D., J. Chem. Soc., 1951, 200.
9. Baldwin, J.E., J. C. S. Chem. Commun., 1976, 734.
10. Beckwith, A.L.J., Tetrahedron, 37, 1981, 3073.
11. Belen'kii, L.I., Russ. Chem. Rev., 33, 1964, 551.
12. Benedetti, F., Stirling, C.J.M., J. C. S. Chem. Commun., 1983, 1374.
13. Bennett, G.M., Trans. Faraday Soc., 37, 1941, 794.
14. Benson, S.W., “Thermochemical Kinetics”, 2nd edn, 1976, John Wiley and Sons, New York.
15. Billmeyer, F.W. Jr, “Textbook of Polymer Science”, 2nd edn, 1971, John Wiley and Sons, New York.
16. Bird, R., Stirling, C.J.M., J. C. S. Perkin II, 1973, 1221.
17. Bird, R., Knipe, A.C., Stirling, C.J.M., J. C. S. Perkin II, 1973, 1215.
18. Bischof, P., Helv. Chim. Acta, 63, 1980, 1434.
19. Björnstad, S.L., Borgen, G., Acta Chem. Scand., B29, 1975, 13.
20. Borgen, G., Acta Chem. Scand., 27, 1973, 1840.
21. Borgen, G., Dale, J., Acta Chem. Scand., 26, 1972, 952.
22. Borgen, G., Gaupset, G., Acta Chem. Scand., B28, 1974, 816.
23. Breslow, R., Winnik, M.A., J. Am. Chem. Soc., 91, 1969, 3083.
24. Brown, H.C., Ichikawa, K., Tetrahedron, 1, 1957, 221.
25. Brown, J.F., Slusarczuk, G.M.J., J. Am. Chem. Soc., 87, 1965, 931.
26. Bruice, T.C., Benkovic, S.J., J. Am. Chem. Soc., 85, 1963, 1.
27. Bruice, T.C., Pandit, U.K., J. Am. Chem. Soc., 82, 1960, 5858.
28. Bruice, T.C., Turner, A., J. Am. Chem. Soc., 92, 1970, 3422.
29. Byström, K., Månsson, M., J. C. S. Perkin II, 1982, 565.
30. Capon, B., Quart. Rev., 18, 1964, 45.
31. Capon, B., Essays Chem., 3, 1972, 148.
32. Capon, B., McManus, S.P., “Neighboring Group Participation”, 1976, Plenum Press, New York.
33. Carmichael, J.B., Winger, R., J. Polymer Sci. A, 3, 1965, 971.
34. Casadei, M.A., Galli, C., Mandolini, L., J. Org. Chem., 46, 1981, 3127.
35. Casadei, M.A., Galli, C., Mandolini, L., J. Am. Chem. Soc., 106, 1984, 1051.
36. Catoni, G., Galli, C., Mandolini, L., J. Org. Chem., 45, 1980, 1906.
37. Cerichelli, G., Illuminati, G., Lillocci, C., J. Org. Chem., 45, 1980, 3952.
38. Connor, H.D., Shimada, K., Szwarc, M., Macromolecules, 5, 1972, 801.
39. Cospito, G., Illuminati, G., Lillocci, C., Petride, H., J. Org. Chem., 46, 1981, 2944.
40. Cox, J.D., Pilcher, G., “Thermochemistry of Organic and Organometallic Compounds”, 1970, Academic Press, London.
41. Dafforn, G.A., Koshland, D.E., J. Am. Chem. Soc., 99, 1977, 7246.
42. Dale, J., J. Chem. Soc., 1963, 93.
43. Dale, J., Angew. Chem. Internat. Edn., 5, 1966, 1000.
44. Dale, J., Tetrahedron, 30, 1974, 1683.
45. Dale, J., Topics Stereochem., 9, 1976, 199.
46. Dale, J., Hubert, A.J., King, G.S.D., J. Chem. Soc., 1963, 73.
47. Dalla Cort, A., Illuminati, G., Mandolini, L., Masci, B., J. C. S. Perkin II, 1980, 1774.
48. Dalla Cort, A., Mandolini, L., Masci, B., J. Org. Chem., 45, 1980, 3923.
49. Dalla Cort, A., Mandolini, L., Masci, B., J. Org. Chem., 48, 1983, 3979.
50. Danforth, C., Nicholson, A.W., James, J.C., Loudon, G.M., J. Am. Chem. Soc., 98, 1976, 4275.
51. Davies, A.G., Davies, M., Stoll, M., Helv. Chim. Acta, 37, 1954, 1351.
52. Davis, A.M., Page, M.I., Mason, S.C., Watt, I., J. C. S. Chem. Commun., 1984, 1671.
53. De Tar, D.F., Brooks, W., J. Org. Chem., 43, 1978, 2245.
54. De Tar, D.F., Luthra, N.P., J. Am. Chem. Soc., 102, 1980, 4505.
55. Di Martino, A., Galli, C., Gargano, P., Mandolini, L., J. C. S. Perkin II, 1985, 1345.
56. Di Vona, M.L., Lillocci, C., Illuminati, G., J. C. S. Chem. Commun., 1985, 380.
57. Drewes, S.E., Coleman, P.C., J. C. S. Perkin I, 1972, 2148.
58. Fersht, A.R., Kirby, A.J., Chem. Brit., 16, 1980, 136.
59. Fife, T.H., Adv. Phys. Org. Chem., 11, 1975, 1.
60. Flory, P.J., “Statistical Mechanics of Chain Molecules”, 1969, Wiley-Interscience, New York.
61. Flory, P.J., Semlyen, J.A., J. Am. Chem. Soc., 88, 1966, 3209.
62. Flory, P.J., Suter, U.W., Mutter, M., J. Am. Chem. Soc., 98, 1976, 5733.
63. Galli, C., Mandolini, L., Gazz. Chim. Ital., 105, 1975, 367.
64. Galli, C., Mandolini, L., J. C. S. Perkin II, 1977, 443.
65. Galli, C., Mandolini, L., Org. Synth., 58, 1978, 98.
66. Galli, C., Mandolini, L., J. C. S. Chem. Commun., 1982, 251.
67. Galli, C., Illuminati, G., Mandolini, L., J. Am. Chem. Soc., 95, 1973, 8374.
68. Galli, C., Illuminati, G., Mandolini, L., Tamborra, P., J. Am. Chem. Soc., 99, 1977, 2591.
69. Galli, C., Giovanelli, G., Illuminati, G., Mandolini, L., J. Org. Chem., 44, 1979, 1258.
70. Galli, C., Illuminati, G., Mandolini, L., J. Org. Chem., 45, 1980, 311.
71. Galli, C., Illuminati, G., Mandolini, L., Masci, B., Bertini, I., Lunazzi, L., Dei, A., (eds.) “Advances in Solution Chemistry”, 1981, Plenum Publishing, 319.
72. Gandour, R.D., Gandour, R.D., Schowen, R.L., (eds.) “Transition States of Biochemical Processes”, 1978, Plenum Press, New York, 355.
73. Gargano, P., Mandolini, L., Gazz. Chim. Ital., 112, 1982, 31.
74. Greenberg, A., Liebman, J.F., “Strained Organic Molecules”, 1978, Academic Press, New York.
75. Guthrie, J.P., Jones, J.B., Sih, C.J., Perlman, D., (eds.) “Applications of Biochemical Systems in Organic Chemistry”, 1976, John Wiley and Sons, New York, 627 Part II.
76. Halpern, A.M., Legenza, M.W., Ramachandran, B.R., J. Am. Chem. Soc., 101, 1979, 5736.
77. Hammett, L.P., “Physical Organic Chemistry”, 2nd edn, 1970, McGraw-Hill, New York.
78. Hammond, G.S., Newman, M.S., (eds.) “Steric Effects in Organic Chemistry”, 1956, John Wiley and Sons, New York, 468.
79. Hill, J.W., Carothers, W.H., J. Am. Chem. Soc., 55, 1933, 5031.
80. Hoffmann, R., Tetrahedron Lett., 1970, 2907.
81. Hoffmann, R., Davidson, R.B., J. Am. Chem. Soc., 93, 1971, 5699.
82. Huisgen, R., Ott, H., Tetrahedron, 6, 1959, 253.
83. Hunsdiecker, H., Erlbach, H., Chem. Ber., 80, 1947, 129.
84. Hurd, C.D., Saunders, W.H., J. Am. Chem. Soc., 74, 1952, 5324.
85. Illuminati, G., Mandolini, L., Acc. Chem. Res., 14, 1981, 95.
86. Illuminati, G., Mandolini, L., Masci, B., J. Am. Chem. Soc., 96, 1974, 1422.
87. Illuminati, G., Mandolini, L., Masci, B., J. Org. Chem., 39, 1974, 2598.
88. Illuminati, G., Mandolini, L., Masci, B., J. Am. Chem. Soc., 97, 1975, 4960.
89. Illuminati, G., Mandolini, L., Masci, B., J. Am. Chem. Soc., 99, 1977, 6308.
90. Illuminati, G., Mandolini, L., Masci, B., J. Am. Chem. Soc., 103, 1981, 4142.
91. Imanishi, Y., J. Polym. Sci. Macromol. Rev., 14, 1979, 1.
92. Ingold, C.K., J. Chem. Soc., 119, 1921, 305.
93. Ingold, C.K., “Structure and Mechanism in Organic Chemistry”, 2nd edn, 1969, Cornell University Press, Ithaca.
94. Jacobson, H., Stockmayer, W.H., J. Chem. Phys., 18, 1950, 1600.
95. Jager, J., Graafland, T., Schenk, H., Kirby, A.J., Engberts, J.B.F.N., J. Am. Chem. Soc., 106, 1984, 139.
96. Jencks, W.P., “Catalysis in Chemistry and Enzymology”, 1969, McGraw-Hill, New York.
97. Jencks, W.P., Adv. Enzymol., 37, 1975, 219.
98. Kabo, G.Ya., Andreevskii, D.N., Zh. Strukt. Kim., 14, 1973, 1043.
99. Kimura, Y., Regen, S.L., J. Org. Chem., 48, 1983, 1533.
100. Kirby, A.J., Adv. Phys. Org. Chem., 17, 1980, 183.
101. Kruizinga, W.H., Kellogg, R.M., J. Am. Chem. Soc., 103, 1981, 5183.
102. Kuhn, W., Kolloid. Z., 68, 1934, 2.
103. Kuhn, L.P., Wires, R.A., J. Am. Chem. Soc., 86, 1964, 2161.
104. Leffler, J.E., Grunwald, E., “Rates and Equilibria of Organic Reactions”, 1963, John Wiley and Sons, New York.
105. Liebman, J.F., Greenberg, A., Chem. Rev., 76, 1976, 311.
106. Mandolini, L., Abstracts of the EUCHEM Conference on Ring-Closure Reactions and Related Topics, 1978, Castel Gandolfo, Italy.
107. Mandolini, L., J. Am. Chem. Soc., 100, 1978, 550.
108. Mandolini, L., Masci, B., J. Org. Chem., 42, 1977, 2840.
109. Mandolini, L., Masci, B., Roelens, S., J. Org. Chem., 42, 1977, 3733.
110. Mar, A., Winnik, M.A., Chem. Phys. Lett., 77, 1981, 73.
111. Mar, A., Fraser, S., Winnik, M.A., J. Am. Chem. Soc., 103, 1981, 4941.
112. March, J., “Advanced Organic Chemistry. Reactions, Mechanisms, and Structure”, 2nd edn, 1977, McGraw-Hill, New York.
113. Mayer, J.E., Mayer, M.G., “Statistical Mechanics”, 1940, John Wiley and Sons, London.
114. Menger, F.M., Tetrahedron, 39, 1983, 1040.
115. Milstien, S., Cohen, L.A., Proc. Nat. Acad. Sci. USA, 67, 1970, 1143.
116. Milstien, S., Cohen, L.A., J. Am. Chem. Soc., 94, 1972, 9158.
117. Morawetz, H., “Macromolecules in Solution”, 2nd edn, 1975, John Wiley and Sons, New York.
118. Morawetz, H., Goodman, N., Macromolecules, 3, 1970, 699.
119. Mutter, M., Suter, U.W., Flory, P.J., J. Am. Chem. Soc., 98, 1976, 5745.
120. Ogino, H., Fujita, J., Bull. Chem. Soc. Jpn., 48, 1975, 1836.
121. O'Neal, H.E., Benson, S.W., J. Chem. Eng. Data, 15, 1970, 266.
122. Page, M.I., Jencks, W.P., Proc. Nat. Acad. Sci. USA, 68, 1971, 1678.
123. Page, M.I., Chem. Soc. Rev., 2, 1973, 295.
124. Paquette, L.A., Begland, R.W., J. Am. Chem. Soc., 88, 1966, 4685.
125. Paquette, L.A., Begland, R.W., J. Org. Chem., 32, 1967, 2723.
126. Pasto, D.J., Serve, M.P., J. Am. Chem. Soc., 87, 1965, 1515.
127. Pedley, J.B., Rylance, J., “Sussex — N.P.L. Computer Analysed Thermochemical Data: Organic and Organometallic Compounds”, 1977, University of Sussex.
128. Perkin, W.H., J. Chem. Soc., 1929, 1347.
129. Person, W.B., Pimentel, G.C., J. Am. Chem. Soc., 75, 1953, 532.
130. Pitzer, K.S., J. Chem. Phys., 8, 1940, 711.
131. Potapov, V.M., “Stereochemistry” (English translation), 1978, Mir Publishers, 366.
132. Powell, R.E., Latimer, W.M., J. Chem. Phys., 19, 1951, 1139.
133. Prelog, V., Frenkiel, L., Kobelt, M., Barman, P., Helv. Chim. Acta, 30, 1947, 1741.
134. Rasmussen, S.E., Acta Chem. Scand., 10, 1956, 1279.
135. Romeo, R., Lanza, S., Tobe, M.L., Inorg. Chem., 16, 1977, 785.
136. Romeo, R., Lanza, S., Minniti, D., Tobe, M.L., Inorg. Chem., 17, 1978, 2436.
137. Rossa, L., Vögtle, F., Top. Curr. Chem., 113, 1983, 1.
138. Rozeboom, M.D., Houk, K.N., Searles, S., Seyedrezai, S.E., J. Am. Chem. Soc., 104, 1982, 3448.
139. Ruggli, P., Liebigs Ann. Chem., 392, 1912, 92.
140. Ruzicka, L., Stoll, M., Schinz, H., Helv. Chim. Acta, 9, 1926, 249.
141. Ruzicka, L., Brugger, W., Pfeiffer, M., Schinz, M., Stoll, M., Helv. Chim. Acta, 9, 1926, 499.
142. Ruzicka, L., Chem. Ind. (London), 1935, 2.
143. Salomon, G., Trans. Faraday Soc., 32, 1936, 153.
144. Salomon, G., Helv. Chim. Acta, 19, 1936, 743.
145. Schwarzenbach, G., Helv. Chim. Acta, 35, 1952, 2344.
146. Searles, S., Nukina, S., J. Am. Chem. Soc., 87, 1965, 5656.
147. Sellers, P., Stridh, G., Sunner, S., J. Chem. Eng. Data, 23, 1978, 250.
148. Semlyen, J.A., Adv. Polym. Science, 21, 1976, 42.
149. Shimada, K., Szwarc, M., Chem. Phys. Lett., 28, 1974, 540.
150. Shimada, K., Szwarc, M., J. Am. Chem Soc., 97, 1975, 3313.
151. Shimada, K., Szwarc, M., Chem. Phys. Lett., 34, 1975, 503.
152. Shimada, K., Shimozato, Y., Szwarc, M., J. Am. Chem. Soc., 97, 1975, 5834.
153. Shimozato, Y., Shimada, K., Szwarc, M., J. Am. Chem. Soc., 97, 1975, 5831.
154. Sicher, J., Progr. Stereochem., 3, 1962, 202.
155. Silbermann, W.E., Henshall, T., J. Am. Chem. Soc., 79, 1957, 4107.
156. Sisido, M., Macromolecules, 4, 1971, 737.
157. Sisido, M., Shimada, K., J. Am. Chem. Soc., 99, 1977, 7785.
158. Sisido, M., Mitamura, T., Imanishi, Y., Higashimura, T., Macromolecules, 9, 1976, 316.
159. Sisido, M., Takagi, H., Imanishi, Y., Higashimura, T., Macromolecules, 10, 1977, 125.
160. Sisido, M., Yoshikawa, E., Imanishi, Y., Higashimura, T., Bull. Chem. Soc. Jpn., 51, 1978, 1464.
161. Skinner, H.A., Pilcher, G., Quart. Rev., 17, 1963, 264.
162. Stein, S.E., J. Am. Chem. Soc., 103, 1981, 5685.
163. Stirling, C.J.M., J. Chem. Ed., 50, 1973, 844.
164. Stoll, M., Rouvé, A., Helv. Chim. Acta, 18, 1935, 1087.
165. Stoll, M., Rouvé, A., Helv. Chim. Acta, 30, 1947, 1822.
166. Stoll, M., Rouvé, A., Stoll-Comte, G., Helv. Chim. Acta, 17, 1934, 1289.
167. Storm, D.R., Koshland, D.E., Proc. Nat. Acad. Sci. USA, 66, 1970, 445.
168. Storm, D.R., Koshland, D.E., J. Am. Chem. Soc., 94, 1972, 5805.
169. Storm, D.R., Koshland, D.E., J. Am. Chem. Soc., 94, 1972, 5815.
170. Stull, D.R., Westrum, E.F., Sinke, G.C., “The Chemical Thermodynamics of Organic Compounds”, 1969, John Wiley, New York.
171. Sundberg, R.J., Laurino, J.P., J. Org. Chem., 49, 1983, 249.
172. Sunner, S., Wulff, C.A., J. Chem. Thermodynamics, 12, 1980, 505.
173. Suter, U.W., Mutter, M., Flory, P.J., J. Am. Chem. Soc., 98, 1976, 5740.
174. Takagi, H., Sisido, M., Imanishi, Y., Higashimura, T., Bull. Chem. Soc. Jpn., 50, 1977, 1807.
175. Tobe, M.L., Schwab, A.P., Romeo, R., Inorg. Chem., 21, 1982, 1185.
176. Winnik, M.A., Acc. Chem. Res., 10, 1977, 173.
177. Winnik, M.A., Chem. Rev., 81, 1981, 491.
178. Winnik, M.A., J. Am. Chem. Soc., 103, 1981, 708.
179. Winnik, M.A., Maharaj, U., Macromolecules, 12, 1979, 902.
180. Winnik, M.A., Trueman, R.E., Jackowski, G., Saunders, D.S., Whittington, S.G., J. Am. Chem. Soc., 96, 1974, 4843.
181. Winnik, M.A., Basu, S., Lee, C.K., Saunders, D.S., J. Am. Chem. Soc., 98, 1976, 2928.
182. Winstein, S., Allred, E., Heck, R., Glick, R., Tetrahedron, 3, 1958, 1.
183. Yamashita, Y., Mayumi, J., Kawakami, Y., Ito, K., Macromolecules, 13, 1980, 1075.
184. Yamdagni, R., Kebarle, P., J. Am. Chem. Soc., 95, 1973, 3504.
185. Ziegler, K., Eberle, H., Ohlinger, H., Justus Liebigs Ann. Chem., 504, 1933, 94.
186. Ziegler, K., Hechelhammer, W., Justus Liebigs Ann. Chem., 528, 1937, 114.
187. Ziegler, K., Holl, H., Justus Liebigs Ann. Chem., 528, 1937, 143.
188. Ziegler, K., Lüttringhaus, A., Wohlgemuth, K., Justus Liebigs Ann. Chem., 528, 1937, 162.
189. Ziegler, K., Müller, E., (eds.) “Methoden der Organischen Chemie” (Houben-Weyl), 4/2, 1955, Georg Thieme.