Oxidative addition of C-X bond in HCCX (X = H, CH3, and SiH 3) to rhodium(I) complex and subsequent 1,3-migration of X: A DFT level study

Journal of Theoretical and Computational Chemistry

Volumn 4, Issue 1, 2005, Pages 59-73

  Suresh, Cherumuttathu H ^a   Koga, Nobuaki ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

B3LYP calculation; Hypervalent silicon; Vinylidine RH complex

Indexed keywords

ALKYNE DERIVATIVE; ALKYNYL GROUP; CARBON; HYDROGEN; RHODIUM COMPLEX; SILICON; SILICON DERIVATIVE;

ADDITION REACTION; CHEMICAL BOND; CONFERENCE PAPER; DENSITY FUNCTIONAL THEORY; GEOMETRY; HYDROGEN BOND; OXIDATION KINETICS; PHASE TRANSITION; REACTION ANALYSIS; THERMODYNAMICS;

EID: 17644415706     PISSN: 02196336     EISSN: None     Source Type: Journal    
DOI: 10.1142/S0219633605001325     Document Type: Conference Paper

References (49)

1. (a) Ittel SD, Ibers JA, Adv Organomet Chem 14:33, 1976.
2. (b) Otsuka S, Nakamura A, Adv Organomet Chem 14:245, 1976.
3. (c) Nast R, Coord Chem Rev 47:89, 1982.
4. (d) Antonova AB, Johansson AA, Russ Chem Rev (Engl Transl) 58:693, 1989.
5. (e) Bruce MI, Chem Rev 83:203, 1983.
6. (f) Bruce MI, Chem Rev 91:197, 1991.
7. (g) Manna J, Jonh KD, Hopkins MD, Adv Organomet Chem 79, 1996.
8. (h) Puerta MC, Valerga P, Coord Chem Rev 193:977, 1999.
9. (i) Brunneau C, Dixneuf PH, Acc Chem Res 32:311, 1999.
10. (a) Alt HG, Engelhardt HE, Rauscha MD, Kool LB, J Organomet Chem 329:61, 1987.
11. (b) Gamble AS, Birdwhistell KR, Templeton JL, Organometallics 7:1046, 1988.
12. (c) Tenorio MAJ, Tenorio MJ, Puerta MC, Valerga P, Organometallics 19:1333, 2000.
13. (d) Peterson GA, Tensfeldt TG, Mongomery JA, Jr, J Am Chem Soc 114:6133, 1992.
14. (e) Ervin KM, Gronert S, Barlow SE, Gilles MK, Harrison AG, Bierbaum VM, DePuy CH, Lineberger WC, Ellison GB, J Am Chem Soc 112:5750, 1990.
15. (f) Chen Y, Jonas DM, Kinsey JL, Field RW, J Chem Phys 91:3976, 1989.
16. (a) Stang PJ, Diederich F (eds.), Modern Acetylene Chemistry, VCH, New York, 1995.
17. (b) Hegedus LS, Transition Metals in the Synthesis of Complex Organic Molecules, University Science Books, Mill Valley, CA, 1994.
18. (c) Henkelmann J, in Cornils B, Herrmann WA (eds.), Applied Homogeneous Catalysis with Organometallic Compounds, Vol. 1, VCH, New York, 1996.
19. (d) Koga N, Morokuma K, in Veillard A (ed.), Quantum Chemisstry: The Challenge of Transition Metals and Coordination Chemistry, NATO ASI series 176, Reidel, Dordrecht, 1986).
20. (e) Koga N, Morokuma K, Chem Rev 91:823, 1991.
21. (a) Bruce MI, Swincer AG, Adv Organomet Chem 22:59, 1983.
22. (b) Silvestre J, Hoffmann R, Helv Chim Acta 68:1461, 1985.
23. (c) Ríos IDL, Tenorio MJ, Puerta CM, Valerga P, J Am Chem Soc 119:6529, 1997.
24. (d) Antonova AB, Kolobova NE, Petrovsky PV, Lokshin BV, Obezyuk NS, J Organomet Chem 137:55, 1977.
25. (a) Ervin KM, Gronert S, Barlow SE, Gilles MK, Harrison AG, Bierbaum VM, DePuy CH, Lineberger WC, Ellison GB, J Am Chem Soc 112:5750, 1990.
26. (b) Chen Y, Jonas DM, Kinsey JL, Field RW, J Chem Phys 91:3976, 1989.
27. (c) Gallo MM, Hamilton TP, Schaefer HF, J Am Chem Soc 112:8714, 1990.
28. (d) Jensen JH, Morokuma K, Gordon MS, J Chem Phys 100:1981, 1994.
29. (e) Wakatsuki Y, Koga N, Yamazaki H, Morokuma K, J Am Chem Soc 116:8105, 1994.
30. Wakatsuki Y, Koga N, Werner H, Morokuma K, J Am Chem Soc 119:360, 1997.
31. (a) Muguruma C, Koga N, Hatanaka Y, El-Sayed I, Mikami M, Tanaka M, J Phys Chem A 104:4928, 2000.
32. (b) El-Sayed I, Hatanaka Y, Muguruma C, Shimada S, Tanaka M, Koga N, Mikami M, J Am Chem Soc 121:5095, 1999.
33. (b) Weinmann M, Huttner G, Lang H, J Organomet Chem 561:131, 1998
34. (c) Bearpark MJ, McGrady GS, Prince PD, Steed JW, J Am Chem Soc 123:7736, 2001.
35. (d) Perrin L, Maron L, Eisenstein O, Inorg Chem 41:4355, 2002.
36. (a) Becke AD, J Chem Phys 98:1372, 1993.
37. (b) Becke AD, J Chem Phys 96:5648, 1993.
38. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA, Jr, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Baboul AG, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA, Gaussian 98, Revision A.9, Gaussian, Inc., Pittsburgh PA, 1998.
39. f-Polarization functions are taken from Ehlers AW, Bohme M, Dapprich S, Gobbi A, Hollwarth A, Jonas V, Kohler KF, Stegmann R, Veldkamp A, Frenking G, Chem Phys Lett 208:111, 1993.
40. (a) Hay PJ, Wadt WR, J Chem Phys 82:275, 1985.
41. (b) Wadt WR, Hay PJ, J Chem Phys 82:284, 1985.
42. (c) Hay PJ, Wadt WR, J Chem Phys 82:299, 1985.
43. Hariharan PC, Pople JA, Mol Phys 27:209, 1974.
44. nd edn., Chap. 7, 158, Gaussian Inc., Pittsburgh, PA, 1995.
45. (a) Fukui K, Acc Chem Res 14:363, 1981.
46. (b) Gonza'lez C, Schlegel HB, J Chem Phys 95:5853, 1991.
47. (a) Jencks WP, Adv Enzymol Relat Areas Mol Biol 43:219, 1972.
48. (b) Hermans J, Wang L, J Am Chem Soc 119:2707, 1997.
49. Hæffner F, Brinck T, Organometallics 20:5134, 2001.