Conformational analysis of N,N′-dinaphthyl heterocyclic carbenes: Imidazol-2-ylidenes and imidazolin-2-ylidenes

Structural Chemistry

Volumn 22, Issue 5, 2011, Pages 1087-1094

  Alkorta, Ibon ^a   Elguero, José ^a  

^a CSIC   (Spain)

Author keywords

Atropisomers; Carbenes; Density functional calculations

Indexed keywords

EID: 80955151579     PISSN: 10400400     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11224-011-9799-7     Document Type: Article

References (31)

1. Vieille-Petit L, Luan X, Mariz R, Blumentritt S, Linden A, Dorta R (2009) Eur J Inorg Chem 13:1861
2. Tomé AC, Silva AMS, Alkorta I, Elguero J (2011) J Porphyr Phthalocyanines 15:1
3. Alkorta I, Elguero J, Roussel C, Vanthuyne N, Piras P (2011) Adv Heterocycl Chem
4. Arduengo AJ III, Harlow RL, Kline M (1991) J Am Chem Soc 113:361
5. Bourissou D, Guerret O, Gabba FP, Bertrand G (2000) Chem Rev 100:39
6. Hobbs MG, Forster TD, Borau-Garc?́a J, Knapp CJ, Tuononen HM, Roesler R (2010) New J Chem 34:1295
7. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA Jr, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Adao C, Jaramill J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA (2003) Gaussian 03. Gaussian, Inc., Pittsburgh, PA
8. Becke AD (1988) Phys Rev A 38:3098
9. Becke AD (1993) J Chem Phys 98:5648
10. Lee C, Yang W, Parr RG (1988) Phys Rev B 37:785
11. Hariharan PA, Pople JA (1973) Theor Chim Acta 28:213
12. McIver JW, Komornicki AK (1972) J Am Chem Soc 94:2625
13. Grimme S (2006) J Comput Chem 27:1787
14. Mennucci B, Tomasi J, Cammi R, Cheeseman JR, Frisch MJ, Devlin FJ, Gabriel S, Stephens PJ (2002) Phys Chem A 106:6102
15. Gust D, Mislow K (1973) J Am Chem Soc 95:1535
16. Mislow K (1976) Acc Chem Res 9:26
17. Dunitz JD (1979) X-ray analysis and the structure of organic molecules. Cornell University Press, Ithaca
18. Brocas J, Gielen M, Willem R (1983) The permutational approach to dynamic stereochemistry. McGraw-Hill University Press, Cambridge
19. Sedó J, Ventosa N, Molins MA, Pons M, Rovira C, Veciana J (2001) J Org Chem 66:1567
20. Sedó J, Ventosa N, Molins MA, Pons M, Rovira C, Veciana J (2001) J Org Chem 66:1579
21. Alkorta I, Elguero J (1996) J Phys Chem 100:19367
22. Wanzlick HW, Schikora E (1960) Angew Chem 72:494
23. Wanzlick HW, Schönherr HJ (1968) Angew Chem Int Ed 7:141
24. Denk MK, Hatano K, Ma M (1999) Tetrahedron Lett 40:2057
25. Graham DC, Cavell KJ, Yates BF (2005) J Phys Org Chem 18:298
26. Poater A, Ragone F, Giudice S, Costabile C, Dorta R, Nolan SP, Cavallo L (2008) Organometallics 27:2679
27. Alder RW, Blake ME, Chaker L, Harvey JN, Paolini F, Schütz J (2004) Angew Chem Int Ed 43:5896
28. Dröge T, Glorius F (2010) Angew Chem Int Ed 49:6940
29. Allen FH (2002) Acta Crystallogr Sect B 58:380
30. Allen FH, Motherwell WDS (2002) Acta Crystallogr Sect B 58:407
31. CSD version 5.30, update Feb. 2009