Growing Carbon Nanotubes From Synthetic Organic End
23rd IUPAC Conference on Physical Organic Chemistry (ICPOC23) 3rd – 8th July 2016 • Sydney • Australia
Growing Carbon Nanotubes From Synthetic Organic End-Caps Lawrence T. Scott Boston College, Merkert Chemistry Center, 2609 Beacon St., Chestnut Hill, MA 02467-3860 USA [email protected]
The C50H10 hemispherical polyarene 1 has been synthesized as a seed to be used in the development of metal-free C2-accretion methods for the growth of single-index (5,5) carbon nanotubes.1-6 Pentabenzocorannulene (2) has been synthesized as a candidate for surface-catalyzed cyclodehydrogenation (SCCD) to give a metal-bound seed from which to grow (5,5) carbon nanotubes by traditional metal-catalyzed SWNT growth methods. Syntheses of 1 and 2 will be presented, together with reports on progress toward their conversion to (5,5) carbon nanotubes.7-13
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References 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13.
Jackson, E. A.; Steinberg, B. D.; Bancu, M.; Wakamiya, A.; Scott, L. T. J. Am. Chem. Soc. 2007, 129, 484-485. Hill, T. J.; Hughes, R. K.; Scott, L. T. Tetrahedron 2008, 64, 11360-11369. Steinberg, B. D.; Jackson, E. A.; Filatov, A. S.; Wakamiya, A.; Petrukhina, M. A.; Scott, L. T. J. Am. Chem. Soc. 2009, 131, 10537-10545. Scott, L. T. Polycycl. Aromat. Compd. 2010, 30, 247-259. Belanger, A. P.; Mirica, K. A.; Mack, J.; Scott, L. T. in Fragments of Fullerenes and Carbon Nanotubes: Designed Synthesis, Unusual Reactions, and Coordination Chemistry, Petrukhina, M. A.; Scott, L. T. Eds, Wiley, Hoboken, 2011, Chapter 9. Scott, L. T.; Jackson, E. A.; Zhang, Q.; Steinberg, B. D.; Bancu, M.; Li, B. J. Am. Chem. Soc. 2012, 134, 107-110. Fort, E. H.; Scott, L. T. Angew. Chem., Int. Ed. 2010, 49, 6626-6628. Fort, E. H.; Scott, L. T. Tetrahedron Lett. 2011, 52, 2051-2053. Fort, E. H.; Scott, L. T. J. Mater. Chem. 2011, 21, 1373–1381. Fort, E. H.; Scott, L. T. Org. Biomol. Chem. 2012, 10, 5747-5749. Fort, E. H.; Jeffreys, M. S.; Scott, L. T. Chem. Commun. 2012, 48, 8102-8104. Eliseeva, M. N.; Scott, L. T. J. Am. Chem. Soc. 2012, 134, 15169–15172. Liu, B.; Liu, J.; Li. H.-B.; Bhola, R.; Jackson, E. A.; Scott, L. T.; Page, A.; Stephan Irle, S.; Morokuma. K.; Zhou, C. Nano Letters 2015, 15, 586−595.
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Growing Carbon Nanotubes From Synthetic Organic End-Caps Lawrence T. Scott Boston College, Merkert Chemistry Center, 2609 Beacon St., Chestnut Hill, MA 02467-3860 USA [email protected]
The C50H10 hemispherical polyarene 1 has been synthesized as a seed to be used in the development of metal-free C2-accretion methods for the growth of single-index (5,5) carbon nanotubes.1-6 Pentabenzocorannulene (2) has been synthesized as a candidate for surface-catalyzed cyclodehydrogenation (SCCD) to give a metal-bound seed from which to grow (5,5) carbon nanotubes by traditional metal-catalyzed SWNT growth methods. Syntheses of 1 and 2 will be presented, together with reports on progress toward their conversion to (5,5) carbon nanotubes.7-13
1
1
2
References 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13.
Jackson, E. A.; Steinberg, B. D.; Bancu, M.; Wakamiya, A.; Scott, L. T. J. Am. Chem. Soc. 2007, 129, 484-485. Hill, T. J.; Hughes, R. K.; Scott, L. T. Tetrahedron 2008, 64, 11360-11369. Steinberg, B. D.; Jackson, E. A.; Filatov, A. S.; Wakamiya, A.; Petrukhina, M. A.; Scott, L. T. J. Am. Chem. Soc. 2009, 131, 10537-10545. Scott, L. T. Polycycl. Aromat. Compd. 2010, 30, 247-259. Belanger, A. P.; Mirica, K. A.; Mack, J.; Scott, L. T. in Fragments of Fullerenes and Carbon Nanotubes: Designed Synthesis, Unusual Reactions, and Coordination Chemistry, Petrukhina, M. A.; Scott, L. T. Eds, Wiley, Hoboken, 2011, Chapter 9. Scott, L. T.; Jackson, E. A.; Zhang, Q.; Steinberg, B. D.; Bancu, M.; Li, B. J. Am. Chem. Soc. 2012, 134, 107-110. Fort, E. H.; Scott, L. T. Angew. Chem., Int. Ed. 2010, 49, 6626-6628. Fort, E. H.; Scott, L. T. Tetrahedron Lett. 2011, 52, 2051-2053. Fort, E. H.; Scott, L. T. J. Mater. Chem. 2011, 21, 1373–1381. Fort, E. H.; Scott, L. T. Org. Biomol. Chem. 2012, 10, 5747-5749. Fort, E. H.; Jeffreys, M. S.; Scott, L. T. Chem. Commun. 2012, 48, 8102-8104. Eliseeva, M. N.; Scott, L. T. J. Am. Chem. Soc. 2012, 134, 15169–15172. Liu, B.; Liu, J.; Li. H.-B.; Bhola, R.; Jackson, E. A.; Scott, L. T.; Page, A.; Stephan Irle, S.; Morokuma. K.; Zhou, C. Nano Letters 2015, 15, 586−595.
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