The DOI matches its Crossref record; 34 of the 34 references it cites were found in a registry or an index.
Synthesis and Properties of Carborane-Appended C3-Symmetrical Extended π Systems
Abstract
A series of C(3)-symmetric pi-conjugated compounds containing three to six o-carborane clusters have been synthesized by employing palladium-catalyzed Suzuki coupling reactions and palladium-catalyzed acetylation reactions, followed by silicon tetrachloride mediated trimerization reactions. Carborane-containing extended trimers were found to emit blue light. Incorporation of o-carborane clusters into extended pi-conjugated systems led to 22-70% enhancement of their relative fluorescence quantum yields. Decapitation of o-carborane clusters made these extended trimers water soluble, and their aqueous solutions were also found to be fluorescent, but with a reduced fluorescence intensity. The carborane-appended pi-conjugated compounds are found to be extremely thermally stable, and for some of these compounds only 10% mass loss occurred at temperatures close to 500 degrees C. The DSC thermograms of smaller C(cage)-appended trimers indicate the occurrence of solid-solid phase transitions.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Principles of Fluorescence Spectroscopy
Lakowicz, J. R. (1999) · Springer eBooks · doi:10.1007/978-1-4757-3061-6 · Cited by 26,947
(1978) · Cited by 4,918
Photophysics of aromatic molecules
Sharnoff, M. (1971) · Journal of Luminescence · doi:10.1016/0022-2313(71)90011-1 · Cited by 4,482
Aggregation-induced emission: phenomenon, mechanism and applications
Hong, Y., Lam, J. W. Y., & Tang, B. Z. (2009) · Chemical Communications · doi:10.1039/b904665h · Cited by 4,115
About Supramolecular Assemblies of π-Conjugated Systems
Hoeben, F. J. M., Jonkheijm, P., Meijer, E. W., & Schenning, A. P. H. J. (2005) · Chemical Reviews · doi:10.1021/cr030070z · Cited by 3,096
Convergent Dendrons and Dendrimers: from Synthesis to Applications
Grayson, S. M., & Fréchet, J. M. J. (2001) · Chemical Reviews · doi:10.1021/cr990116h · Cited by 1,619
Zang, L., Che, Y., & Moore, J. S. (2008) · Accounts of Chemical Research · doi:10.1021/ar800030w · Cited by 1,199
Spiro Compounds for Organic Optoelectronics
Saragi, T. P. I., Spehr, T., Siebert, A., Fuhrmann-Lieker, T., & Salbeck, J. (2007) · Chemical Reviews · doi:10.1021/cr0501341 · Cited by 1,066
Soluble Polymer Carriers for the Treatment of Cancer: The Importance of Molecular Architecture
Fox, M. E., Szoka, F. C., & Fréchet, J. M. J. (2009) · Accounts of Chemical Research · doi:10.1021/ar900035f · Cited by 748
Development of Dendrimers: Macromolecules for Use in Organic Light-Emitting Diodes and Solar Cells
Lo, S.-C., & Burn, P. L. (2007) · Chemical Reviews · doi:10.1021/cr050136l · Cited by 740
Fluorescence lifetime imaging microscopy: spatial resolution of biochemical processes in the cell
Bastiaens, P. (1999) · Trends in Cell Biology · doi:10.1016/s0962-8924(98)01410-x · Cited by 716
Applications of Radiolabeled Boron Clusters to the Diagnosis and Treatment of Cancer
Hawthorne, M. F., & Maderna, A. (1999) · Chemical Reviews · doi:10.1021/cr980442h · Cited by 527
Light-induced gene transfer from packaged DNA enveloped in a dendrimeric photosensitizer
Nishiyama, N., Iriyama, A., Jang, W.-D., Miyata, K., Itaka, K., Inoue, Y., Takahashi, H., Yanagi, Y., Tamaki, Y., Koyama, H., et al. (2005) · Nature Materials · doi:10.1038/nmat1524 · Cited by 340
Metallocenyl Dendrimers and Their Applications in Molecular Electronics, Sensing, and Catalysis
Astruc, D., Ornelas, C., & Ruiz, J. (2008) · Accounts of Chemical Research · doi:10.1021/ar8000074 · Cited by 312
Synthesis and Hydrogen Sorption Properties of Carborane Based Metal−Organic Framework Materials
Farha, O. K., Spokoyny, A. M., Mulfort, K. L., Hawthorne, M. F., Mirkin, C. A., & Hupp, J. T. (2007) · Journal of the American Chemical Society · doi:10.1021/ja076167a · Cited by 289
Kokado, K., & Chujo, Y. (2009) · Macromolecules · doi:10.1021/ma8027358 · Cited by 263
Synthesis and Self-Assembly of Functionalized Hexa-peri-hexabenzocoronenes
Ito, S., Wehmeier, M., Brand, J. D., Kübel, C., Epsch, R., Rabe, J. P., & Müllen, K. (2000) · Chemistry · doi:10.1002/1521-3765(20001201)6:23<4327::aid-chem4327>3.0.co;2-7 · Cited by 244
Giant Polycyclic Aromatic Hydrocarbons
Müller, M., Kübel, C., & Müllen, K. (1998) · Chemistry - A European Journal · Cited by 240
Biodegradable dendritic positron-emitting nanoprobes for the noninvasive imaging of angiogenesis
Almutairi, A., Rossin, R., Shokeen, M., Hagooly, A., Ananth, A., Capoccia, B., Guillaudeu, S., Abendschein, D., Anderson, C. J., Welch, M. J., et al. (2009) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0811757106 · Cited by 235
Pang, J., Marcotte, E. J.-P., Seward, C. M., Brown, R. S., & Wang, S. (2001) · Angewandte Chemie International Edition · Cited by 224
Liquid Crystalline Coronene Derivatives with Extraordinary Fluorescence Properties
Rohr, U., Schlichting, P., Böhm, A., Gross, M., Meerholz, K., Bräuchle, C., & Müllen, K. (1998) · Angewandte Chemie International Edition · Cited by 198
Peck, K., Stryer, L., Glazer, A. N., & Mathies, R. A. (1989) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.86.11.4087 · Cited by 175
Helical Stacking Tuned by Alkoxy Side Chains in π‐Conjugated Triphenylbenzene Discotic Derivatives
Bao, C., Lu, R., Jin, M., Xue, P., Tan, C., Xu, T., Liu, G., & Zhao, Y. (2006) · Chemistry - A European Journal · doi:10.1002/chem.200501058 · Cited by 130
Luminescent and Axially Chiral π-Conjugated Polymers Linked by Carboranes in the Main Chain
Kokado, K., Tokoro, Y., & Chujo, Y. (2009) · Macromolecules · doi:10.1021/ma902094u · Cited by 129
Syntheses and Properties of Water-Soluble Nile Red Derivatives
Jose, J., & Burgess, K. (2006) · The Journal of Organic Chemistry · doi:10.1021/jo061369v · Cited by 114
A Hexa-peri-hexabenzocoronene Cyclophane: An Addition to the Toolbox for Molecular Electronics
Watson, M. D., Jäckel, F., Severin, N., Rabe, J. P., & Müllen, K. (2004) · Journal of the American Chemical Society · doi:10.1021/ja037520p · Cited by 110
Okumoto, K., & Shirota, Y. (2003) · Chemistry of Materials · doi:10.1021/cm020849+ · Cited by 106
Luminescent m-Carborane-Based π-Conjugated Polymer
Kokado, K., Tokoro, Y., & Chujo, Y. (2009) · Macromolecules · doi:10.1021/ma900174j · Cited by 103
Multicomponent Supramolecular Systems: Self‐Organization in Coordination‐Driven Self‐Assembly
Zheng, Y., Yang, H., Ghosh, K., Zhao, L., & Stang, P. J. (2009) · Chemistry - A European Journal · doi:10.1002/chem.200900230 · Cited by 94
Synthesis and Properties of Carborane-Containing Dendronized Polymers
Benhabbour, S. R., Parrott, M. C., Gratton, S. E. A., et al. (2007) · Macromolecules · doi:10.1021/ma0702039 · Cited by 56
Moore, J. S., & Kraft, M. L. (2008) · Science · doi:10.1126/science.1157225 · Cited by 53
Boisselier, É., Ornelas, C., Pianet, I., Ruiz, J., & Astruc, D. (2008) · Chemistry - A European Journal · doi:10.1002/chem.200701607 · Cited by 53
Amphiphilic block copolymers containing thermally degradable poly(phthalaldehyde) blocks
Köstler, S., Zechner, B., Trathnigg, B., Fasl, H., Kern, W., & Ribitsch, V. (2009) · Journal of Polymer Science Part A Polymer Chemistry · doi:10.1002/pola.23237 · Cited by 28
Rivas, B. L., & Maureira, A. E. (2008) · Macromolecular Symposia · doi:10.1002/masy.200851017 · Cited by 24
Metadata
- Authors
- Dash, B. P., Satapathy, R., Gaillard, E. R., Maguire, J. A., & Hosmane, N. S.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-04-16
- Volume
- 132
- Issue
- 18
- Pages
- 6578-6587
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1967947382
- Cited by
- 272
- References
- 34
- FWCI
- 12.05
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
