Valence isomerization of 2-phospha-4-silabicyclo[1.1.0]butane: A high-level ab initio study

Journal of Molecular Modeling

Volumn 12, Issue 5, 2006, Pages 531-536

  Slootweg, J Chris ^a   Ehlers, Andreas W ^a   Lammertsma, Koop ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

Author keywords

Ab initio theory; Heterobicyclobutanes; Valence isomerization

Indexed keywords

1,2 DIHYDRO 1,2 PHOSPHASILETE DERIVATIVE; 1,3 BUTADIENE; 2 PHOSPHA 4 SILABICYCLO[1.1.0]BUTANE; BICYCLOBUTANE; CYCLOBUTANE DERIVATIVE; CYCLOBUTENE; HYDROCARBON; SILICON; UNCLASSIFIED DRUG;

AB INITIO CALCULATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; ISOMERIZATION; PRIORITY JOURNAL; THEORY; THERMODYNAMICS;

BICYCLO COMPOUNDS, HETEROCYCLIC; COMPUTATIONAL BIOLOGY; ISOMERISM; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SESQUITERPENES;

EID: 33746394160     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-005-0041-7     Document Type: Article

References (40)

1. Hoz S (1987) Bicyclo[1.1.0]butane. In: Rappoport Z (ed) The chemistry of the cyclopropyl group, Part 2, chapter 19. Wiley, Chichester
2. Nguyen KA, Gordon MS (1995) J Am Chem Soc 117:3835-3847
3. Shevlin PB, McKee ML (1988) J Am Chem Soc 110:1666-1671
4. Woodward RB, Hoffmann R (1969) Angew Chem 81:797-870
5. Woodward RB, Hoffmann R (1969) Angew Chem Int Ed 8:781-853
6. Woodward RB, Hoffmann R (1970) The conservation of orbital symmetry. Academic, New York
7. Frey HM, Stevens IDR (1965) Trans Faraday Soc 61:90-944
8. Srinivasan R, Levi AA, Haller I (1965) J Phys Chem 69:1775-1777
9. Nguyen KA, Gordon MS, Boatz JA (1994) J Am Chem Soc 116:9241-9249
10. Cooper W, Walters WD (1958) J Am Chem Soc 80:4220-4224
11. Carr RW Jr, Walters WD (1965) J Phys Chem 69:1073-1075
12. Deng L, Ziegler T (1995) J Phys Chem 99:612-618
13. Wiest O, Houk KN, Black KA, Thomas BE IV (1995) J Am Chem Soc 117:8594-8599
14. Spellmeyer DC, Houk KN (1988) J Am Chem Soc 110:3412-3416
15. Niwayama S, Kallel EA, Spellmeyer DC, Sheu C, Houk KN (1996) J Org Chem 61:2813-2825
16. Murakami M, Hasegawa M (2004) Angew Chem 116:4981-4984
17. Murakami M, Hasegawa M (2004) Angew Chem Int Ed 43:4873-4876
18. Iwamoto T, Yin D, Kabuto C, Kira M (2001) J Am Chem Soc and references therein 123:12730-12731
19. Tebby JC (2001) Bicyclic and polycyclic systems with a ring junction phosphorus atom. In: Mathey F (ed) Phosphorus-carbon heterocyclic chemistry: The rise of a new domain. Pergamon, Amsterdam, pp 683
20. Niecke E, Fuchs A, Nieger M (1999) Angew Chem 111:3213-3216
21. Niecke E, Fuchs A, Nieger M (1999) Angew Chem Int Ed 38:3028-3031
22. Jones C, Platts JA, Richards AF (2001) Chem Commun 663-664
23. Slootweg JC, de Kanter FJJ, Schakel M, Ehlers AW, Gehrhus B, Lutz M, Mills AM, Spek AL, Lammertsma K (2004) Angew Chem 116:3556-3559
24. Slootweg JC, de Kanter FJJ, Schakel M, Ehlers AW, Gehrhus B, Lutz M, Mills AM, Spek AL, Lammertsma K (2004) Angew Chem Int Ed 43:3474-3477
25. Slootweg JC, Ehlers AW, Lammertsma K (2004) Phosphorus, sulfur and silicon 179:803-807
26. Haber S, Boese R, Regitz M (1990) Angew Chem 102:1523-1525
27. Haber S, Boese R, Regitz M (1990) Angew Chem Int Ed 29:1436-1438
28. Haber S, Schmitz M, Bergsträßer U, Hoffmann J, Regitz M (1999) Chem Eur J 5:1581-1589
29. 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, Rega N, Salvador P, Dannenberg JJ, 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 (2002) Gaussian 98 (Revision A.11.4). Gaussian Inc., Pittsburgh
30. Gauss J, Cremer C (1988) Chem Phys Lett 150:280-286
31. Lee TJ, Rendell AP, Taylor PR (1990) J Phys Chem 94:5463-5468
32. Scott AP, Radom L (1996) J Phys Chem 100:16502-16513
33. Okovytyy S, Gorb L, Leszczynski J (2001) Tetrahedron 57:1509-1513
34. Breulet J, Lee TJ, Schaefer HF III (1984) J Am Chem Soc 106:6250-6253
35. Bock CW, Panchenko YN (1989) J Mol Struct 187:69-82
36. Kuchitsu K, Fukuyama T, Morino Y (1968) J Mol Struct 1:463-479
37. Bak B, Led JJ, Nygaard L, Rastrup-Andersen J, Sørensen GO (1969) J Mol Struct 3:369-378
38. Bach RD, Dmitrenko O (2002) J Org Chem 67:2588-2599
39. Cremer D, Kraka E (1985) J Am Chem Soc 107:3811-3819
40. 4 the diphospha-disilabicyclo[1.1.0]butane isomers are the most stable ones. Inorg Chem 36:5212-5217